Cesium carbonate → 6-Fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1-one

HRID 1255423

반응식

HRID 1255423 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1.[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:22])[NH:17][CH:16]=[CH:15]2.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[F:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:22])[N:17]([CH2:7][C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[CH:16]=[CH:15]2

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 699934-Methyloxybenzyl chlorideHCID 450908026-Fluoroisoquinolin-1(2H)-one

생성물 1

HCID 598182606-Fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1-one수율 93.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

169 μL of p-methoxybenzylchloride (1.24 mmol, 1.1 eq) were added to a suspension of 200 mg of 6-fluoro-isoquinolinone (13) (1.13 mmol) and 368 mg of Cs2CO3 (1.36 mmol, 1.2 eq) in 3 mL of DMF. The mixture was stirred for 2 h and then poured on ice. The precipitate was filtered, washed with water and dried to yield 300 mg of the title compound. LCMS Method B, retention time 1.76 min, detected mass 284.14 [M+H]+

후처리

  1. additionpoured on ice
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-95d8e58772c846e7b0029a0d32377df8
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461144B2

연결된 노트

불러오는 중…