Phosphorus oxychloride → 1-Chloro-7-fluoro-5-methoxyisoquinoline

반응식

[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2O)=[C:4]([O:13][CH3:14])[CH:3]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:9]1[C:10]2[C:5](=[C:4]([O:13][CH3:14])[CH:3]=[C:2]([F:1])[CH:11]=2)[CH:6]=[CH:7][N:8]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178492918HCID 178492918, 화합물

생성물 1

HCID 717427031-Chloro-7-fluoro-5-methoxyisoquinoline수율 95.1%

실험 절차

A solution of 7-fluoro-5-methoxyisoquinolin-1-ol (383 mg, 1.983 mmol) in POCl3 (2772 μl, 29.7 mmol) was refluxed (90° C.) for 4 h. The reaction mixture was concentrated. The residue was dissolved in DCM and the pH was adjusted to 7 with 4N NaOH. The organic phase was collected and dried over sodium sulfate, filtered, then concentrated under vacuum to give 1-chloro-7-fluoro-5-methoxyisoquinoline (399 mg, 95% yield).

후처리

concentrationThe reaction mixture was concentrated
dissolutionThe residue was dissolved in DCM
customThe organic phase was collected
dry with materialdried over sodium sulfate
filtrationfiltered
concentrationconcentrated under vacuum

출처 및 근거

ORD 기록: ord-4ee6c1ae65fa4e989a96ef2946588207
출처 데이터셋: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08957203B2

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