Phosphorus oxychloride → 1,7-Dichloro-6-fluoroisoquinoline

반응식

[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N+:8]([O-])=[CH:9]2)=[CH:4][C:3]=1[F:13].O=P(Cl)(Cl)[Cl:16]>>[Cl:16][C:9]1[C:10]2[C:5](=[CH:4][C:3]([F:13])=[C:2]([Cl:1])[CH:11]=2)[CH:6]=[CH:7][N:8]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 598182547-Chloro-6-fluoro-isoquinoline 2-oxide

생성물 1

HCID 598182461,7-Dichloro-6-fluoroisoquinoline

실험 절차

2.6 g (12.0 mmol) of 7-Chloro-6-fluoro-isoquinoline 2-oxide (57) were heated in 40 ml of POCl3 at reflux for 4 h. After the mixture has cooled down to room temperature, it was poured on ice. The aqueous solution was extracted three times with dichloromethane. The combined organic layers were dried with MgSO4 and evaporated to yield 2.91 g of the title compound, which was used without further purification. Rt=2.34 min (Method A). Detected mass: 216.0/218.0 (M+H+).

후처리

temperatureat reflux for 4 h
additionit was poured on ice
extractionThe aqueous solution was extracted three times with dichloromethane
dry with materialThe combined organic layers were dried with MgSO4
customevaporated

출처 및 근거

ORD 기록: ord-c984dbe8ca4f42759c4437d140df4450
출처 데이터셋: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08772492B2

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