Reference of 1111637-74-1 ,Some common heterocyclic compound, 1111637-74-1, molecular formula is C7H5BrFNO, 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.
Preparation of (ii^-iV-il-iS-bromo-Z-fluoropyridin-S-y ethylideneJ-Z-methylpropane- 2-sulfinamide (25A). A mixture of l-(5-bromo-2-fluoropyridin-3-yl)ethanone (prepared according to procedures described in WO2009016460; 11.0 g, 50.5 mmol), (i?)-2-methylpropane-2- sulfinamide (AK Scientific, 12.2 g, 101 mmol) and titanium(IV) ethoxide (Aldrich, 26.1 mL, 126.0 mmol) in THF (100 mL) was heated at reflux for 2 hours. The mixture was cooled to room temperature, and brine (200 mL) was added. The suspension was vigorously stirred for 10 minutes. The suspension was then filtered through a pad of silica gel and the organic phase was separated. The aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SC>4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (gradient 0-20% EtOAc/hexanes) to afford (i?,Z)-N-(l-(5-bromo-2-fluoropyridin-3-yl)ethylidene)-2-methylpropane-2-sulfinamide (25A) as a bright yellow oil ( 16 g, 99% yield). MS m/z = 320.8 (M+H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1111637-74-1, its application will become more common.
Reference:
Patent; AMGEN INC.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BOURBEAU, Matthew, P.; BROWN, James, A.; CHEN, Ning; FROHN, Michael, J.; LIU, Longbin; LIU, Qingyian; PETTUS, Liping, H.; QIAN, Wenyuan; REEVES, Corey, M.; SIEGMUND, Aaron, C.; (509 pag.)WO2017/24180; (2017); A1;,
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