Category: 937046-98-5

Adding a certain compound to certain chemical reactions, such as: 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 937046-98-5, Application In Synthesis of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

To a solution of 2-1 (3.85 g, 18.1 mmol, WO 2007/64931, published June 7, 2007) in anhydrous DMF (30 mL) was added NaH (1.08 g, 27.1 mmol) at 0 C. The reaction was stirred under N2 for 0.5 h. MMTrCl (6.14 g, 19.9 mmol) was added. The mixture was stirred at RT for 2 h. Water was added to quench the reaction. The mixture was extracted with EA (3 X 100 mL). The organic phase was combined and then dried over Na2SO4. After filtration, the solution was concentrated in vacuo to give a residue which was further purified by column chromatograph (PE:EA = 20: 1) to give 2-2 (3.8 g, 45%) as a white solid. ESI-LCMS: m/z 485.2 [M+H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALIOS BIOPHARMA, INC.; BEIGELMAN, Leonid; WANG, Guangyi; ZHONG, Minghong; (249 pag.)WO2017/156262; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 937046-98-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred suspension of Intermediate B (523 mg, 2.46 mmol), terf-butyl 4-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1 (2H)-carboxylate (Eastwood, P. R. Tetrahedron Lett. 2000, 41, 3705) (950 mg, 3.07 mmol), and 1,1′- bis(diphenylphosphino)-ferrocene]dichloro palladium(ll)-complex with dichloromethane (180 mg, 0.25 mmol) in degassed DME (18 mL) was added aqueous Na2CO3 solution (2 M, 3.7 mL). The reaction was heated (80 0C) for 17 h and then cooled to rt. The mixture was partitioned between ethyl acetate (50 mL) and H2O (50 mL). The layers were separated and the organic layer was washed with brine (25 mL), dried (Na2SO4), and concentrated to dryness. The crude residue was purified by ISCO chromatography using a gradient of 50 to 75% ethyl acetate in hexanes to afford 584 mg (75%) of the desired product as an off-white solid, which contained trace impurities. 1H NMR (300 MHz, DMSO-d6) delta 7.85 (s, 1 H), 7.68 (br s, 2 H), 6.97 (br s, 1 H)1 6.87 (d, 1 H), 6.66 (d, 1H), 4.07-4.00 (m, 2 H), 3.53 (t, 2 H), 2.56-2.50 (m, 2 H), 1.42 (s, 9 H); ES-MS m/z 316.1 [MH-H]+, HPLC RT (min) 2.31.

The chemical industry reduces the impact on the environment during synthesis 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 937046-98-5, Recommanded Product: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Intermediate M4 7-Bromo-5-chloropyrrolo[ 1 ,2-f] [ 1 ,2,4]triazin-4-amine To a solution of 7-bromopyrrolo[2, l-fJ[l,2,4]triazin-4-amine (0.48 g, 2.253 mmol) in DMF (11.27 ml) was added NCS (0.361 g, 2.70 mmol) and the reaction mixture was stirred at room temperature for 2 days and was monitored by LCMS. The reaction mixture was partitioned between 1.5M K2HPO4 and EtOAc. The organic phase was washed with 10% LiCl, brine, dried by Na2S04, filtered, and concentrated to afford a white solid as the crude product. The crude product was then purified by ISCO column (24g, 30-50-75% of EtOAc in hexane). The desired product was obtained as a white solid (0.48g) in 86% yield. Mass spectrum m/z 246.8, 248.8, 250.8 (M+H)+. XH NMR (400MHz, DMSO-d6) delta 8.17 (d, J=8.4 Hz, 1H), 7.93 (s, 1H), 7.21 – 7.00 (m, 1H), 6.98 (s, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; RUAN, Zheming; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; DHAR, T.G. Murali; GONG, Hua; MARCOUX, David; POSS, Michael A.; QIN, Lan-ying; SHI, Qing; TINO, Joseph A.; (126 pag.)WO2016/64958; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 937046-98-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 3-L round bottom flask equipped with a mechanical stirrer, a heating mantle, a thermal couple, a reflux condenser, a nitrogen inlet and a nitrogen outlet was charged with 7- bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (Compound 11, 100 g, 469 mmol) and tert- butyl 4-(4,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine- 1 (2T/)-carboxylate (Compound 12, 174 g, 563 mmol) in l,4-dioxane (876 mL) at room temperature. To the reaction flask was added potassium carbonate (130 g, 939 mmol) and water (218 g) in sequence. The mixture was degassed by exposure to vacuum and refilled with nitrogen atmosphere for three times. After the addition of tetrakis(triphenylphosphine)palladium (0) (Pd(PPh3)4, 13.56 g, 11.7 mmol), the reaction mixture was degassed and refilled with nitrogen for three times at room temperature. Then the reaction mixture was heated to 85 – 90 C, and agitated at that temperature for 16 hours. Upon the completion of the reaction, water (900 mL) was added in 30 minutes while the internal temperature was above 50 C. The mixture was cooled to room temperature. Solids gradually precipitated out. The solids were collected by filtration at 18 C, and washed with water (2 x 250 mL) and methyl /eN-butyl ether (MTBE, 3 x 200 mL). The wet cake was put back into the reaction flask, and agitated in MTBE (750 mL) at 50 C for 1 hour. The solids were collected at room temperature by filtration. The cake was dried in a vacuum oven at 50 C under vacuum with nitrogen sweeping for 72 hours to provide tert-butyl 4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5,6- dihydropyridine- 1 (2H)-carboxylate (Compound 13, 123.7 g, 84%) as a brown solid. ‘H NMR (500 MHz, DMSO-i) d 7.89 (s, 1H), 7.69 (s, 2H), 7.00 (s, 1H), 6.91 (d, J= 4.6 Hz, 1H), 6.69 (d, J= 4.5 Hz, 1H), 4.06 (s, 2H), 3.55 (t, J= 5.5 Hz, 2H), 2.59 – 2.52 (m, 2H), 1.43 (s, 9H) ppm; C16H21N5O2 (MW 315.37), LCMS (El) m/e 316.1 (M+ + H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; ROCCO, William L.; MULLER, Francis X.; (0 pag.)WO2020/6408; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 937046-98-5

A 3-L round bottom flask equipped with a mechanical stirrer, a heating mantle, a thermal couple, a reflux condenser, a nitrogen inlet and a nitrogen outlet was charged with 7- bromopyrrolo[l,2- |[l,2,4]triazin-4-amine (Compound 11, 100 g, 469 mmol) and fert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)-carboxylate (Compound 12, 174 g, 563 mmol) in 1,4-dioxane (876 mL) at room temperature. To the reaction flask was added potassium carbonate (130 g, 939 mmol) and water (218 g) in sequence. The mixture was degassed by exposure to vacuum and refilled with nitrogen atmosphere for three times. After the addition of tetrakis(triphenylphosphine)palladium (0) (Pd(PPh3)4, 13.56 g, 11.7 mmol), the reaction mixture was degassed and refilled with nitrogen for three times at room temperature. Then the reaction mixture was heated to 85 – 90 C, and agitated at that temperature for 16 hours. Upon the completion of the reaction, water (900 mL) was added in 30 minutes while the internal temperature was above 50 C The mixture was cooled to room temperature. Solids gradually precipitated out. The solids were collected by filtration at 18 C, and washed with water (2 x 250 mL) and methyl tert-butyl ether (MTBE, 3 x 200 mL). The wet cake was put back into the reaction flask, and agitated in MTBE (750 mL) at 50 C for 1 hour. The solids were collected at room temperature by filtration. The cake was dried in a vacuum oven at 50 C under vacuum with nitrogen sweeping for 72 hours to provide tert-butyl 4-(4-aminopyrrolo[l,2- | [l,2,4]triazin-7-yl)-5,6- dihydropyridine-l(2H)-carboxylate (Compound 13, 123.7 g, 84%) as a brown solid. NMR (500 MHz, OMSO-de) delta 7.89 (s, 1H), 7.69 (s, 2H), 7.00 (s, 1H), 6.91 (d, J = 4.6 Hz, 1 H), 6.69 (d, J= 4.5 Hz, 1H), 4.06 (s, 2H), 3.55 (t, J = 5.5 Hz, 2H), 2.59 – 2.52 (m, 2H), 1.43 (s, 9H) ppm; C16H21N5O2 (MW 315.37), LCMS (EI) mle 316.1 (M+ + H).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; JIA, Zhongjiang; WU, Yongzhong; PAN, Yongchun; ZHOU, Jiacheng; LI, Qun; (139 pag.)WO2019/67594; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 937046-98-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 7-bromopyrrolo[2,l- f][l,2,4]triazin-4-amine (2 g, 9.39 mmol, 2.98 equiv) in anhydrous THF (200mL) under inert atmosphere, was added 1,1 ,4,4-tetramethyl- 1 ,4-dichlorodisilyethylene(2. 2 g, 9.46 mmol, 1.1 equiv) along with sodium hydride (754 mg, 18.92 mmol, 2.2 equiv) and the mixture was stirred for 20 mm at room temperature. The reaction was then cooled to -78C before nbutyllithium (11.4 mL, 28.38 mmol, 2.5 M in hexanes) was added slowly over 10 mm. The reaction was allowed to stir for a further 15 mm before (3R,4 R, 5R)-3,4-bis(benzyloxy)-5- [(benzyloxy)methyl]oxolan-2-one (3.6 g, 8.60 mmol, 1.00 equiv) (dissolved in 5 mL THF) was added dropwise. The resulting solution was stirred for 1 h at -78 C, then quenched by the addition of 200 mL sat. ammonium chloride (aq.). The resulting solution was extracted with of ethyl acetate (200 mL x 3) and the organic layers combined, dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by reverse phase flash chromatography (ACN/H20). This resulted in 2 g (42%) of the title compound as a yellow solid. MS m/z [M+H] (ESI):553.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; ALIOS BIOPHARMA, INC.; BEIGELMAN, Leonid; DEVAL, Jerome; PRHAVC, Marija; (145 pag.)WO2019/53696; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

937046-98-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of [3-(4,4,5,5-tetramethyl-[1,3,2]ciioxaborolan-2-yl)-benzyl]-carbamic acid tert-butyl ester (7 g, 21 mmol) in DME (100 mL), 7-bromo-pyrro]o[2,1-f][1 ,2,4]triazin-4- ylamine (2.5 g, 11.7 mmol), PdCI2(dppf) complexed with CH2CI2 (850 mg, 1.2 mmol) and 2 N Na2CO3 (12 mL) were added. The mixture was degassed for 20 min and was then heated to 80 0C for 23 hours. After cooling, the mixture was partitioned between EtOAc and H2O, and the organic layer was separated and dried. Biotage chromatography (50- 100% EtOAc) provided the title product as off white solid 2.6 g (76%). 1H NMR (300 MHz, DMSO-cfe) 57.80-7.50 (m, 6 H), 7.20-7.0 (m, 3 H), 4.80 (s, 2 H), 1.30 (s, 9 H); ES- MS m/z 339 [M+H]+, HPLC RT (min) 2.41.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

937046-98-5, Name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 937046-98-5, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

To a 500 ml jacketed 3-necked flask fitted with a thermocouple, vacuum/No inlet and overhead stirring apparatus was added 7-bromo-pyrrolo[2,l -f][1,2,4]triazin- 4-ylamine (20g, 1.0 equiv., 94 mraol). This was suspended in dry THF (200 ml) and cooled to 0 C. To this was added dropwise 31 ml of MeMgCl solution (3M in THF, 1.0 equiv.). This proceeded with bubbling and a significant exotherm. The rate of addition was controlled to maintain internal temperature below 10 C. Following completion of addition and cooling to 0 C, 1,2-bis(chlorodimethyIsilyl)ethane (20.2 g, 1.0 equiv.) was added in a single portion, with exotherm to about 5 C. Once the temperature had returned to 0 C, a second portion of 31 ml MeMgCl (3M in THF, 1.0 equiv.) was added as before. Once the temperature returned to 0 C, 80 ml of iPrMgCl-LiCl solution (1.3 M in THF, 1.1 equiv.) was added. The resulting dark solution was allowed to warm to room temperature, and conversion was checked by HPLC, with sample preparation in MeOH to provide the des-bromo heterocycle. Once the conversion of 7-bromo-pyrrolo[2,l-f][1,2,4]triazin-4-yIamine was >95% complete (5 hrs), the solution was cooled to 0 C, and a solution of 2b (40.6 g, 94 mraol) in 100 ml THF was added via canulla. The resulting orange solution was allowed to warm to room temperature and stirred overnight. After 12 hrs, the reaction was found to be complete by HPLC (sample prepared in H20/MeCN 1 :1). At this point 200 ml of 13% NH4CI solution was added and briskly stirred for 15 min. After this time, agitation was ceased, and the two layers were allowed to separate. The organic layer was then reduced to roughly 70 ml, and MeCN (100 ml) was added, followed by 300 ml 1M aqueous C1 solution. The resulting slurry was stirred at room temperature for 2 hrs, then filtered through a sintered glass funnel. The resulting solid was dried overnight under vacuum at 45 C to give 2c. Yield 37.6 g (66%)

Statistics shows that 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine is playing an increasingly important role. we look forward to future research findings about 937046-98-5.

Reference:
Patent; GILEAD SCIENCES, INC.; BUTLER, Thomas; CHO, Aesop; GRAETZ, Benjamin, R.; KIM, Choung, U.; METOBO, Samuel, E.; SAUNDERS, Oliver, L.; WALTMAN, Andrew, W.; XU, Jie; ZHANG, Lijun; WO2011/35250; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

937046-98-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 937046-98-5 as follows.

Intermediate Rl-A: 7-Bromo-5-iodopyrrolo[2,l-f][l,2,4]triazin-4-amine (Rl-A) To a solution of 7-bromopyrrolo[2,l-f][l,2,4]triazin-4-amine (4 g, 18.78 mmol) in anhydrous DMF (200 mL) was added NIS (4.65 g, 20.65 mmol) and the mixture was stirred in the dar

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 937046-98-5, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; RUAN, Zheming; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; DHAR, T.G. Murali; GONG, Hua; MARCOUX, David; POSS, M

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 937046-98-5 name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 937046-98-5

Compound 1414To 7-bromo-pyrrolo[2,l -f][1,2,4]ti-iazin-4-ylaiTiine (0.501 g) and THF (31.5 mL) was added 1,2-bis(chloromethylsilyl)ethane (0.518 g). To the cloudy solution was added NaH (60% in mineral oil, 0.235 g). After 10 minutes the solution was cooled in a -40 C bath and nBuLi (2.16 M in hexanes, 3.6 mL) was added. After 13 min the lactone (1.031 g) was added in THF (3 mL) followed by a wash with 0.1 mL of THF. After 3h the reaction mixture was at -20 C and was quenched with saturated NH4CI (3 mL) followed by the addition of water (7 mL). The solution was left to warm to room temperature overnight. The next day EtOAc (32 mL) was added and after separating the organics they were washed with water and brine (10 mL each). The organics were dried over Na2S04, filtered, concentrated and the resulting residue purified by column chromatography on silica gel giving 0.567 g (48%) of the tri- prenyl protected lactol 14, (M H)/Z

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GILEAD SCIENCES, INC.; BUTLER, Thomas; CHO, Aesop; GRAETZ, Benjamin, R.; KIM, Choung, U.; METOBO, Samuel, E.; SAUNDERS, Oliver, L.; WALTMAN, Andrew, W.; XU, Jie; ZHANG, Lijun; WO2011/35250; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary