A new synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

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.

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