Diisopropylamine → {4-[1-(2-Chloro-4-fluoro-benzoyl)-1H-pyrazol-3-yl]-phenyl}-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl}methanone

HRID 2307337ノート

反応式

HRID 2307337 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH:12]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([N:25]3[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=4[CH2:29][N:28]4[CH:36]=[CH:37][CH:38]=[C:27]4[CH2:26]3)=[O:24])=[CH:19][CH:18]=2)=[N:13]1.C(NC(C)C)(C)C>ClCCl>[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([N:12]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([N:25]3[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=4[CH2:29][N:28]4[CH:36]=[CH:37][CH:38]=[C:27]4[CH2:26]3)=[O:24])=[CH:19][CH:18]=2)=[N:13]1)=[O:5]

参加物

5

反応物 3

HCID 7912DiisopropylamineHCID 27365462-Chloro-4-fluorobenzoyl chlorideHCID 178519422HCID 178519422、化合物

生成物 1

HCID 9870998{4-[1-(2-Chloro-4-fluoro-benzoyl)-1H-pyrazol-3-yl]-phenyl}-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl}methanone収率 73.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Portionwise, 2-chloro-4-fluorobenzoyl chloride (0.82 g) was added to a solution of [4-(1H-pyrazol-3-yl)-phenyl]-(5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone (1.0 g) and diisopropylamine (0.55g) in dichloromethane (25 ml) which was cooled in an ice bath. The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was washed with water and saturated sodium bicarbonate and dried over anhydrous sodium sulfate. The dichloromethane solution was passed through a short column of hydrous sodium magnesium silicate, eluting several additional volumes of dichloromethane. The eluent was evaporated to dryness to yield 1.06 g of the product as a solid, m.p. 150-157° C.; MS, m/z: 510 (M)+.

後処理

  1. temperaturewas cooled in an ice bath
  2. washThe reaction mixture was washed with water and saturated sodium bicarbonate
  3. dry with materialdried over anhydrous sodium sulfate
  4. washeluting several additional volumes of dichloromethane
  5. customThe eluent was evaporated to dryness

出典と根拠

ORDレコード
ord-7c24b28984cc4e8bae5719b4bd20dabb
出典データセット
uspto-grants-2004_12
特許番号
US06831079B1

反応ノート

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