Potassium Carbonate → 6-Chloro-4-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-3,4-dihydro-1h-quinoxalin-2-one

HRID 556498

反応式

HRID 556498 の反応式
Br[C:2]1([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12].[Cl:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27](=[O:32])[CH2:26][NH:25]2.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Cl:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27](=[O:32])[CH2:26][N:25]2[C:2]1([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2835276-Chloro-3,4-dihydroquinoxalin-2(1h)-oneHCID 575072733-Bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one

生成物 1

HCID 575073476-Chloro-4-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-3,4-dihydro-1h-quinoxalin-2-one収率 42.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

The mixture of rac-3-bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (200 mg, 0.55 mmol) (from example 1c supra), 6-Chloro-3,4-dihydro-1H-quinoxalin-2-one (100 mg, 0.55 mmol) and K2CO3 (150 mg, 1.09 mmol) in acetonitrile (3 mL) was stirred at room temperature for 2 hour. The mixture was concentrated in vacuo and purified by flash column chromatography to give 110 mg 6-Chloro-4-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-3,4-dihydro-1H-quinoxalin-2-one. MS: [M+H]+=472.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. custompurified by flash column chromatography

出典と根拠

ORDレコード
ord-31063d5fca8040bab8be60815330cd40
出典データセット
uspto-grants-2011_11
特許番号
US08058269B2

関連ノート

読み込み中…