1,1'-Carbonyldiimidazole → (2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-1-(1H-imidazole-1-carbonyl)-N-methylpyrrolidine-2-carboxamide

HRID 1675452ノート

反応式

HRID 1675452 の反応式
Cl.[Cl:2][C:3]1[C:4]([O:37][CH3:38])=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]1[S:14][CH:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:17]=1)[CH:9]=[C:8]2[O:21][C@@H:22]1[CH2:26][NH:25][C@H:24]([C:27]([N:29]([CH2:31][CH2:32][CH2:33][CH2:34][CH:35]=[CH2:36])[CH3:30])=[O:28])[CH2:23]1.[C:39](N1C=CN=C1)([N:41]1[CH:45]=[CH:44][N:43]=[CH:42]1)=[O:40]>ClCCl>[Cl:2][C:3]1[C:4]([O:37][CH3:38])=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]1[S:14][CH:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:17]=1)[CH:9]=[C:8]2[O:21][C@@H:22]1[CH2:26][N:25]([C:39]([N:41]2[CH:45]=[CH:44][N:43]=[CH:42]2)=[O:40])[C@H:24]([C:27]([N:29]([CH2:31][CH2:32][CH2:33][CH2:34][CH:35]=[CH2:36])[CH3:30])=[O:28])[CH2:23]1

参加物

4

反応物 2

HCID 682631,1'-CarbonyldiimidazoleHCID 66650405(2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-N-methylpyrrolidine-2-carboxamide hydrochloride

生成物 1

HCID 66650590(2S,4S)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-N-(hex-5-enyl)-1-(1H-imidazole-1-carbonyl)-N-methylpyrrolidine-2-carboxamide収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Compound 135 (10 g) was dissolved in anhydrous dichloromethane (20 mL) under argon. 1,1′-Carbonyldiimidazole (2 eq.) was added at room temperature. The reaction mixture was stirred for 45 min. The mixture was diluted with DCM, washed with water, dried over Na2SO4, and concentrated under vacuum. Compound 136 (9.9 g) was recovered as an off-white foam in 99% yield and in 98% purity (HPLC).

後処理

  1. washwashed with water
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under vacuum
  4. customCompound 136 (9.9 g) was recovered as an off-white foam in 99% yield and in 98% purity (HPLC)

出典と根拠

ORDレコード
ord-6e110ec13dcc4b67ab38cf484c337ef8
出典データセット
uspto-grants-2011_08
特許番号
US08003659B2

反応ノート

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