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;,
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