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

HRID 907332ノート

反応式

HRID 907332 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-735423a92e90402b9064afcdcb7a529c
出典データセット
uspto-grants-2011_09
特許番号
US08012979B2

反応ノート

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