Electric Literature of 128071-79-4 ,Some common heterocyclic compound, 128071-79-4, molecular formula is C6H5BrFN, 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.
To a sealable reaction flask containing a solution of Intermediate 15E (9.90 g,33.7 mmol) in Dioxane (195 mL) was added 4-bromo-2-fiuoro-3-methvlpyridine (6.21 g, 32.7 mmoi), Water (65.0 mL) and Na2CO3 (13.86 g, 131 inmol). After the mixture was degassed with Argon for 10-15mm, Pd(Ph3P)4 (1.888 g, 1634 mmoi) was added, the flask was sealed and the mixture was heated to 100 C for 24 hours, then allowed to slowly cool to rt. Reaction was diluted with EtOAc and water, plus sonication to break up solids, then transferred to a sep funnel. The layers were separated and the aqueous layer was extracted once more with EtOAc. The organic layers were combined, washed with brine, dried over anhyd Na2SO4, filtered and concentrated in vacuo to afford a dark brown residue. Purified on silica gel colunm chromatography to give Intermediate 23A (7.23 g, 26.1 minol, 80% yield). LC-MS Anal. Calc?d for CI6H20FNO2 277.15, found [M+Hj 278.2, Tr = 104 mm (Method A).
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. 128071-79-4, 4-Bromo-2-fluoro-3-methylpyridine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Emily Charlotte; SHAN, Weifang; ZHANG, Liping; NARA, Susheel Jethanand; HUANG, Audris; BALOG, James Aaron; (129 pag.)WO2018/39512; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem