Dimethylformamide → 6-Bromo-2-(4-methanesulfonyl-benzyl)-2H-isoquinolin-1-one

HRID 907332노트

반응식

HRID 907332 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]2.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1.CN(C=O)C>O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:25][CH:26]=1)[CH:6]=[CH:5]2

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 1235301-(Chloromethyl)-4-methanesulfonylbenzeneHCID 158851826-Bromoisoquinolin-1(2H)-one

생성물 1

HCID 575517876-Bromo-2-(4-methanesulfonyl-benzyl)-2H-isoquinolin-1-one수율 38.1%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

A mixture of intermediate 1 (3.0 g), potassium carbonate (3.70 g), 1-(chloromethyl)-4-(methylsulfonyl)benzene (2.74 g) and DMF (20 mL) was heated at 50° C. for 24 hours. The mixture was allowed to cool then poured into water (50 mL) and extracted with dichloromethane (100 mL). The extracts were combined, evaporated under reduced pressure and the residue purified (SiO2 chromatography, eluting with 2% methanol in dichloromethane) to give the sub-titled compound (2.0 g).

후처리

  1. temperatureto cool
  2. extractionextracted with dichloromethane (100 mL)
  3. customevaporated under reduced pressure
  4. customthe residue purified
  5. wash(SiO2 chromatography, eluting with 2% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-735423a92e90402b9064afcdcb7a529c
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012979B2

반응 노트

불러오는 중…