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, 937046-98-5

A mixture of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (0.200 g, 0.939 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (0.279 g, 1.127 mmol), tripotassium phosphate (2 M in water) (1.408 mL, 2.82 mmol), and N,N- dimethylformamide (4.0 mL) was degassed with vacuum and nitrogen (3x).1,1′-Bis(di- tert-butylphosphino)ferrocene palladium dichloride (0.069 g, 0.094 mmol) was added, and the reaction mixture was degassed (2x). The reaction mixture was immediately immersed in an oil bath at 95 C and stirred overnight. The reaction mixture was cooled to rt and then diluted with water (2 mL) followed by 1N aqueous hydrochloric acid (2 mL), resulting in a precipitate. The solid was collected by vacuum filtration and dried under reduced pressure to give 3-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)benzoic acid (0.117 g, 0.460 mmol, 49.0 % yield) as a gray solid. (0980) MS ESI m/z 255.1 (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; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; DZIERBA, Carolyn Diane; GONG, Hua; GUERNON, Jason M.; GUO, Junqing; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; VENABLES, Brian Lee; WEIGELT, Carolyn A.; WU, Yong-Jin; ZHENG, Zhizhen Barbara; SIT, Sing-Yuen; CHEN, Jie; (810 pag.)WO2019/147782; (2019); 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. 937046-98-5

To a suspension of the bromide 3 (prepared according to W02009/132135) (710 mg, 3.33 mmol) in dry THF (6.0 mE) was added 1,2-bis(chlorodimethylsilyl)ethane (717 mg, 3.33 mmol) in one portion at room temperature. Afier 1 h, the resulting slurry was cooled to -78 C. and n-l3uEi (7.5 mE of a 1.6M solution in hexanes, 12.0 mmol) was added dropwise over a 5 mm period. After stirring for 20 min at this temperature, a solution of 4 (1.0 g, 3.03 mmol) in dry THF (2.85 mE) was added dropwise over several minutes. The reaction was stirred at this temperature for 3 h and then allowed to warm to 0 C. Glacial HOAc (2.5 mE) was added and the reaction was warmed to room temperature. After vigorously stirring for 10 mm, the bulk of the solvents were removed under reduced pressure and the reaction mixture was partitioned between ethyl acetate and watet The layers were separated and the organic layer was washed with sat. NaHCO3, brine, dried over Na2504 and concentrated to provide a dark brown residue. Purification of the residue by flash column chromatography on silica gel using a gradient of 50% hexanes in ethyl acetate to 20% hexanes in ethyl acetate provided the desired product 5 (591 mg, 42%) as a pale yellow foam.

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; Gilead Sciences, Inc.; Clarke, Michael O’ Neil Hanrahan; Kim, Choung U.; Lew, Willard; (51 pag.)US2017/226140; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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., 937046-98-5

A solution of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (120 mg, 0.563 mmol) in N,N-dimethylformamide (2.5 mL) was treated with 4-methoxybenzyl chloride (0.168 mL, 1.23 9 mmol), then with cesium carbonate (459 mg, 1.408 mmol), added in one portion. The mixture was stirred at room temperature for 22 h. The mixture was dilutedwith water and extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to provide a yellow semisolid. The material was chromatographed on an ISCO Companion 4 g silica gel column and eluted with EtOAc/hexane gradient (5-30%). The product containing fractions werecollected and concentrated to give 7-bromo-N,N-bis(4-methoxybenzyl)pyrrolo[2,1-f] [1,2,4]triazin-4-amine (147.8 mg, 97% purity, 0.316 mmol, 56% yield). Mass spectrum m/z 453, 455 (M+H). ?H NMR (400MHz, chloroform-d) oe 8.14 (s, 1H), 7.23 (d, J=8.6 Hz, 4H), 6.93-6.88 (m, 4H), 6.61 (d, J=1.3 Hz, 2H), 4.94 (s, 4H), 3.83 (s, 6H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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., 937046-98-5

Intermediate 7 A 3-(4-Aminopyrrolo [2, 1 -fj [ 1 ,2,4]triazin-7-yl)prop-2-yn- 1 -ol 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). 7-Bromopyrrolo[2, 1 -fj [ 1 ,2,4]triazin-4-amine (1.0 g, 4.69 mmol), copper(I) iodide (89 mg, 0.47 mmol, 0.1 eq.) and tetrakis(triphenylphosphine)palladium(0) (542 mg, 0.47 mmol, 0.1 eq.) were charged into a microwave reactor vial and evacuated for 1 h. The vessel was then vented with argon, pyrrolidine (15 mL) and 2-propyn-l-ol (2.63 g, 47 mmol, 10 eq.) were added, and the vessel was crimp-capped and heated to 85C for 120 min in a single-mode microwave device. After cooling, the reaction mixture was poured into 120 mL of concentrated aqueous ammonium chloride solution which was extracted twice with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and evaporated, and the residue was purified by flash chromatography (Biotage silica column, ethyl acetate). The resulting product (222 mg) appeared pure by LC-MS (method 6) and was used for further transformations. HPLC (method 2): ? = 2.59 min; LC-MS (method 6): Rt = 0.28 min; MS (ESIpos): m/z (%) = 189.2 (100) [M+Hf.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

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.

In a Bohdan Miniblock N-(3-phenylbutyl)-3-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)benzamide (15 mg, 0.040 mmol) and 7-bromopyrrolo[2,1- f][1,2,4]triazin-4-amine (16.9 mg, 0.079 mmol) were dissolved in DMF (400 mul). To the vial was added PdCl2(dppf)-CH2Cl2 adduct (3.23 mg, 3.95 mumol), followed by tripotassium phosphate (59.3 mul, 0.119 mmol). The reaction mixture was capped, degassed and purged with N2. After stirring 1 h at 100 C, the mixture was cooled to rt. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-mum particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10- mM ammonium acetate; Gradient: 20-60% B over 20 min, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to yield the final product (6.8 mg, 17.6 mumol, 44 %). (0438) MS ESI m/z 386.2 (M+H) (0439) 1H NMR (500 MHz, DMSO-d6) delta 8.56 – 8.47 (m, 1H), 8.41 (s, 1H), 8.24 (br d, J=7.7 Hz, 1H), 7.95 (s, 1H), 7.92 – 7.76 (m, 2H), 7.73 (br d, J=7.7 Hz, 1H), 7.53 (t, J=7.8 Hz, 1H), 7.36 – 7.24 (m, 4H), 7.22 – 7.16 (m, 1H), 7.10 (d, J=4.5 Hz, 1H), 7.04 (d, J=4.5 Hz, 1H), 3.23 (dq, J=13.2, 6.5 Hz, 1H), 3.18 – 3.09 (m, 1H), 2.85 – 2.75 (m, 1H), 1.84 (q, J=7.3 Hz, 2H), 1.24 (br d, J=6.8 Hz, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; ANDAPPAN MURUGAIAH SUBBAIAH, Murugaiah; DZIERBA, Carolyn Diane; GONG, Hua; GUERNON, Jason M.; GUO, Junqing; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; VENABLES, Brian Lee; WEIGELT, Carolyn A.; WU, Yong-Jin; ZHENG, Zhizhen Barbara; SIT, Sing-Yuen; CHEN, Jie; (810 pag.)WO2019/147782; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary