Phosphorus oxychloride → 7-Chloropyrazolo[1,5-a]pyrimidine

반응식

[N:1]1[N:5]2[C:6](=O)[CH:7]=[CH:8][NH:9][C:4]2=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:13])=O.C(N(C(C)C)CC)(C)C>>[Cl:13][C:6]1[N:5]2[N:1]=[CH:2][CH:3]=[C:4]2[N:9]=[CH:8][CH:7]=1

참가 물질

반응물 3

HCID 24813Phosphorus oxychloride

HCID 81531Diisopropylethylamine

HCID 178516532HCID 178516532, 화합물

생성물 1

HCID 122816477-Chloropyrazolo[1,5-a]pyrimidine수율 71%

반응 조건

온도: 90 °C

실험 절차

Pyrazolo[1,5-a]pyrimidin-7(4H)-one (0.50 g, 3.70 mmols), phosphorus oxychloride (0.88 ml, 9.62 mmols) and diisopropylethylamine (DIEA, 0.13 ml, 0.74 mmols) were mixed and stirred at 90° C. overnight. It was poured onto water/ice, extracted with dichloromethane and washed with brine. It was dried, filtered and concentrated in vacuum. It was purified by chromatography (Silica gel, Hexane/Ethyl acetate 9:1) to afford the expected compound (83 mg, 71%).

후처리

additionIt was poured onto water/ice
extractionextracted with dichloromethane
washwashed with brine
customIt was dried
filtrationfiltered
concentrationconcentrated in vacuum
customIt was purified by chromatography (Silica gel, Hexane/Ethyl acetate 9:1)

출처 및 근거

ORD 기록: ord-d07c9e370de242adad4af30969835e36
출처 데이터셋: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09340547B2

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