Cesium carbonate → HCID 178509957, 화합물

In a manner identical to that described above for the synthesis of 1-2, from 2.97 g (10.68 mmol) of 3-chloro-5-(2-chloro-5-hydroxyphenoxy)benzonitrile (C-3), 3.29 g (10.15 mmol) of Cs2CO3, and 3.34 g (10.15 mmol) of tert-butyl 3-(bromomethyl)-6-fluoro-1H-pyrazolo[3,4-b]pyridine-1-carboxylate (37-5) was prepared crude 3-chloro-5-{2-chloro-5-[(1-t-butyloxycarbonyl-6-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)methoxy]phenoxy}benzonitrile (37-6) as an oil. This BOC-protected material (3.66 g) was immediately dissolved in 10 mL TFA, and the resulting solution stirred for 20 minutes at room temperature. The crude reaction mixture was concentrated in vacuo and purified via silica gel chromatography (10-70% EtOAc/hexane) to yield the title compound. H1 NMR (CDCl3): 5.47 (s, 2H), 6.85 (d, 1H), 6.95 (d, 1H), 7.02 (s, 1H), 7.10 (s, 1H), 7.30 (s, 1H), 7.40 (d, 1H), 8.38 (t, 1H), 11.38 (bs, 1H).

1. customThe crude reaction mixture
2. concentrationwas concentrated in vacuo
3. custompurified via silica gel chromatography (10-70% EtOAc/hexane)

ORD 기록

ord-7695af9487f049588ec4c607b597d5d2

출처 데이터셋

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07807684B2