Category: 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., Recommanded Product: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

To a stirred suspension of Intermediate B (2.50 g, 9.39 mmol) in THF (50 ml_) was added chlorotrimethylsilane (2.98 mL, 23.47 mmol), dropwise. The mixture was stirred at rt for 3 h and 2-propylmagnesium chloride (2M in THF; 24.64 mL, 49.29 mmol) was added dropwise. The suspension immediately went into solution. The mixture was stirred at rt for 3 h and 1-Boc-3-piperidone (3.51 g, 17.60 mmol) was added in one portion. The reaction was stirred at rt for 16 h. The reaction was poured over a mixture of ice and saturated, aqueous ammonium chloride (250 mL). The mixture was allowed to warm to rt and was extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with brine, 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 2.77 g (71%) of the desired product. ES-MS m/z 334.08 [M+H]+, HPLC RT (min) 0.97.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 937046-98-5.

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, 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. Quality Control of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

To a dry, argon purged round bottom flask (100 mL) were added 7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine (234 mg, 1.10 mmol) (prepared according to WO2007056170) and anhydrous THF (1.5 mL). TMSCl (276:L, 2.2 mmol) was then added and the reaction mixture stirred for 2 hours. The flask was placed into a dry ice/acetone bath (-78 C.) and BuLi (2.5 mL, 4.0 mmol, 1.6M in hexanes) was added dropwise. After 1 hour, a solution of compound 406 (432.5 mg, 1.0 mmol) in THF was cooled to 0 C. and then added to the reaction flask dropwise. After 1 hour of stirring at -78 C., the flask was warmed to 0 C. and sat. NH4Cl (5 mL) was added to quench the reaction. The organics were extracted using EtOAc (3×10 mL) and the combined organic layers were dried using MgSO4. The solvent was removed under reduced pressure and the crude material was purified using flash chromatography (hexanes/EtOAc). 560 mg (90%) of compound 407 was isolated as a mixture of two anomers. LC/MS=567.2 (M+H+). 1H NMR (300 MHz, CDCl3): * 7.85 (m, 1H), 7.27 (m, 15H), 7.01 (m, 1H), 6.51 (m, 1H), 4.66 (m, 8H), 4.40 (m, 2H), 3.79 (m, 3H), 1.62 (s, 2?-CH3 from the one anomer), 1.18 (s, 2?-CH3 from the other anomer).

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

Reference:
Patent; GILEAD SCIENCES, INC.; Delaney, William E.; Link, John O.; Mo, Hongmei; Oldach, David W.; Ray, Adrian S.; Watkins, William J.; Yang, Cheng Yong; Zhong, Weidong; US2013/273005; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. name: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 5: 7-Vinylpyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (from Aldrich, 1.52 g, 9.86 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 1.50 g, 7.04 mmol) and N,N-diisopropylethylamine (3.7 mL, 21 mmol) in 1,4-dioxane (20 mL) and water (0.97 mL) was stirred and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (540 mg, 1.0 mmol) was added. The reaction mixture was sealed and heated at 110 C. in an oil bath for 60 min, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (541 mg, 48%). LCMS calcd for C8H9N4 (M+H)+: m/z=161.1. Found: 161.1.

According to the analysis of related databases, 937046-98-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 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.

A mixture of 7-bromopyrrolo[2,l-f][l,2,4]triazin-4-amine (670.0 mg, 3.15 mmol), palladium acetate (70.6 mg, 0.31 mmol), l,3-bis(diphenylphosphino)propane (142.7 mg, 0.35 mmol), potassium carbonate (652.0 mg, 4.72 mmol), and 1-butanol (4 mL) in DMF (4 mL) was stirred under carbon monoxide at 80 0C for 4 h. The solid was filtered away and the filtrate was purified by HPLC using a gradient of 25 – 50% of MeCN in water to yield 107.3 mg (15%) of the title compound as a white solid. 1H-NMR (DMSO-J6) delta 8.28 (bs, 1 H), 8.17, (bs, 1 H), 8.05 (s, 1 H), 7.25 (d, J = 4.7 Hz, 1 H), 7.00 (d, J = 4.6 Hz, 1 H), 4.24 (t, 7 = 6.6 Hz, 2 H), 1.694.62 (m, 2 H), 1.45-1.36 (m, 2 H), 0.92 (t, J = 7.3, 3 H); MS [MH-H]+ = 235.2; LCMS RT = 2.73 min.

According to the analysis of related databases, 937046-98-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/64931; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 937046-98-5

To a degassed solution of 7-bromopyrrolo[2,1-f][1 ,2,4]triazin-4-ylamine (10.0 g, 46.9 mmol) in anhydrous DMF (78 ml_) and triethylarnine (47 mL) was added tetrakis(triphenylphosphine)palladium(0) (2.17 g, 1.88 mmol, 0.04 eq) and copper (I) bromide dimethylsulfide complex (0.77 g, 3.75 mmol, 0.08 eq). After degassing with N2 for 5 min., propargyl alcohol (8.2 mL, 140.8 mmol, 3.0 eq) was added, and the reaction mixture was stirred at 900C for 6h. The reaction was quenched with 5% aq. NH3 in saturated aq. NH4CI. The aqeuous layer was washed with EtOAc (1x) followed by 25% iPrOH in DCM (3x). The combined organic layers were dried over MgSO4, filtered through a pad of Celite, and concentrated at reduced pressure. The crude product was purified by MPLC eluted with 5% EtOH/DCM. Trituration from EtOAc afforded 4.75 g (53.8%) of the desired product as a yellow solid. 1H-NMR (DMSO-alphafe) .67.89 (s, 1 H), 7.88 (broad s, 2H), 6.85 (dd, 2H), 5.39 (t, 1H), 4.36 (d, 2H); LC-MS [M+H]+ = 189, RT = 1.08 min.

The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.

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

Reference of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

7-Bromo-pyrrolo[2,1-f]triazine-4-ylamine 3 (2.78 gm, 1.1 equiv 13.2 mmol, prepared according to WO2007056170) was suspended in anhydrous THF (70 mL). Under inert atmosphere, 1,1,4,4-tetramethyl-1,4-dichlorodisilyethylene (2.83 gm, 1,1 equiv, 13.2 mmol) was added along with sodium hydride (1.05 gm, 26.3 mmol, 2.2 equiv) was added and the mixture was stirred for 20 min at room temperature. The reaction was then cooled to -78 C before n-BuLi (27.4 mL, 43.89 mmol, 1.6 M in Hexanes) slowly over 5 min. The reaction was allowed to stir for a further 15 min before lactone 4 (dissolved in 3 mL was added dropwise). When the reaction was complete by LCMS, the reaction was quenched with acetic acid. The reaction was concentrated in vacuo before being diluted in EtOAc and washing with water, saturated NH4Cl and brine. The organic layers were dried over MgSO4, filtered and concentrated in vacuo. The material was purified by silica chromatography (0-50% EtOAc/Hexanes) provided a 3:1 mixture of 5 anomers. 4.38 gm (y. 60%) of a white solid was obtained.1H NMR (400 MHz) (CD3)2CO 8.00 (s, 1H), 7.30-7.47 (m, 15H), 7.20 (d, 8.4 Hz, 1H), 6.87 (d, 8.4 Hz, 1H), 5.40 (d, 8.2 Hz, 1H), 4.65-4.4.0 (m, 3 H), 3.65 (dd, 8.8, 4.3.2, 1 H), 3.55 (dd, 8.8, 4.3.2, 1 H) LC-MS (m/z 553.01, M+H+).

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

Reference:
Article; Metobo, Sammy E.; Xu, Jie; Saunders, Oliver L.; Butler, Thomas; Aktoudianakis, Evangelos; Cho, Aesop; Kim, Choung U.; Tetrahedron Letters; vol. 53; 5; (2012); p. 484 – 486;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate B (230 mg, 1.08 mmol) and the product from step 2 (396 mg, 1.30 mmol) were dissolved in 5 mL of 3:2 dioxane:toluene and degassed via a vacuum/N2 purge (3 cycles). 1 ,1′-Bis(diphenylphosphino)ferrocenepalladium(ll) chloride-dichloromethnane complex (39 mg, 0.05 mmol) was added followed by 2.2 mL of 2M aqueous Na2CO3 and the mixture was heated with stirring to 85 0C overnight. The dark green reaction mixture was cooled to room temp, filtered through a Celite pad and the pad washed well with EtOAc. The organic phase was washed with water, 2M aqueous Na2CO3, water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by lsoc Red-Sep 40, 80% – 100% EtOAc/hexanes to give 173 mg (41%) of the title compound. 1H-NMR (DMSO-cfe) .8 7.90 (s, 1 H), 7.75 (bs, 2H), 7.61, (S, 1H), 7.53 (d, 1 H), 7.28 (t, 1 H), 7.02 (d, 1 H), 6.97 (d, 1 H), 6.83 (dd, 1H) 3.45 (m, 4H), 3.16 (m, 4H), 1.43 (s, 9H); LC-MS [M+H]+ = 395.10, RT = 2.71 min.

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

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. Recommanded Product: 937046-98-5

Intermediate 69A 7-( Prop- 1 -en-2-yl)pyrrolo[2, l-fj[l ,2,4]triazin-4-amine The starting material 7-bromopyrrolo[2, 1 -fj [ 1 ,2,4]triazin-4-amine was synthesized according to the procedure described in WO 2007/056170-A2 (Intermediate B). Under an argon atmosphere, 7-bromopyrrolo[2, 1 -f] [ 1 ,2,4]triazin-4-amine (426 mg, 2 mmol) and 4,4,5, 5-tetramethyl-2-(prop-l -en-2-yl)-l,3,2-dioxaborolane (420 mg, 2.5 mmol) were dissolved in a mixture of 1 ,2-dimethoxyethane (10 mL) and aqueous sodium carbonate solution (2 M, 4 mL). The reaction mixture was degassed, and 1 , 1 ‘-bis(diphenylphosphino)ferrocenepalladium(II) chloride (73 mg, 0.1 mmol) was added. After stirring at 90C overnight, the reaction mixture was diluted with ethyl acetate (40 mL), water (10 mL) was added, and the layers were separated. The aqueous layer was extracted with ethyl acetate (2 x 40 mL), and the combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography (puriFlash, Interchim, cyclohexane/ethyl acetate 1 : 1 to 100% ethyl acetate gradient) to yield the title product as a slightly yellow solid. Yield: 304 mg (81 % of th.). HPLC (method 10): R, = 0.83 min; LC-MS (method 10): RT = 0.57 min; MS (ESIpos): m/z (%) = 1 75. 1 (100) [M+H]+. ? Iota NMR (400 MHz, 4J-DMSO): delta (ppm) = 2.15 (s, 3H), 5.22 (m, 1H), 6.30 (m, H I ). 6.73 (d, 1H), 6.91 (d, 1H), 7.69 (m, 1H), 7.91 (s, 1H).

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

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bayer Pharma Aktiengesellschaft; KLAR, Juergen; VOEHRINGER, Verena; TELSER, Joachim; LOBELL, Mario; SUessMEIER, Frank; LI, Volkhart Min-Jian; BOeTTGER, Michael; GOLZ, Stefan; LANG, Dieter; SCHLEMMER, Karl-Heinz; SCHLANGE, Thomas; SCHALL, Andreas; FU, Wenlang; WO2013/4551; (2013); A1;,
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, SDS of cas: 937046-98-5

To a solution of compound 7-bromopyrrolo[2,1-fj[1,2,4]triazin-4-amine (1.5 g, 7.0 mmol) in DME (20 mL), the pinacol ester of 2-indeneboronic acid (1.5 eq.), 2M aq. Na2CO3 (4.0 eq.) were added and degassed with N2 for 15mm. Then Pd(dppf)C12.DCM (5 mol%) was added to the mixture and again degassed for 15 mm. The solution was heated in at 100 C for lh and then allowed to cool at RT. Then the mixture was diluted with 25 mL water and 25 mL EtOAc and extracted. Then the organic layer was washed with brine and dried over anhydrous sodium sulfate and concentrated. The crude gummy liquid was purified by column to afford 7- (1 H-inden-2-yl)pyrrolo [2,1 -fj [1,2,4] triazin-4-amine (970 mg, 57% yield).

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; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; GREEN, Michael, John; PHAM, Son, Minh; PUJALA, Brahmam; AGARWAL, Anil, Kumar; NAYAK, Ajan, Kumar; KHARE, Sweta; GUGULOTH, Rambabu; RANDIVE, Nitin, Atmaram; WO2015/58084; (2015); 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., Application In Synthesis of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 1: 7-(3,6-Dihydro-2H-pyran-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (from Aldrich, 0.64 g, 3.01 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 0.500 g, 2.35 mmol) and N,N-diisopropylethylamine (1.2 mL, 7.0 mmol) in 1,4-dioxane (6 mL) and water (0.32 mL) was stirred together and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (100 mg, 0.24 mmol) was added. The reaction mixture was then sealed and heated at 120 C. for 4 h, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (168.5 mg, 33%). LCMS calcd for C11H13N4O (M+H)+: m/z=217.1. Found: 217.1.

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; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary