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 420093노트

반응식

HRID 420093 반응식
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

참가 물질

4

반응물 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

생성물 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-carboxamide수율 99%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e2bd2437792049e48cf9302f67842b71
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093379B2

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