Carbonate Ion → 5-Chloro-1-{2-oxo-1-phenyl-2-[3-(4-propylpiperazin-1-yl)pyrrolidin-1-yl]-ethyl}-1,3-dihydrobenzimidazol-2-one

HRID 1643953ノート

反応式

HRID 1643953 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[N:6]([CH:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:11](O)=[O:12])[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.C1C=CC2N(O)N=NC=2C=1.N=C=N.[CH2:35]([N:38]1[CH2:43][CH2:42][N:41]([CH:44]2[CH2:48][CH2:47][NH:46][CH2:45]2)[CH2:40][CH2:39]1)[CH2:36][CH3:37].C(=O)([O-])[O-]>ClCCl>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[N:6]([CH:10]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:11](=[O:12])[N:46]3[CH2:47][CH2:48][CH:44]([N:41]4[CH2:42][CH2:43][N:38]([CH2:35][CH2:36][CH3:37])[CH2:39][CH2:40]4)[CH2:45]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1

参加物

7

反応物 5

HCID 19660Carbonate IonHCID 757711-HydroxybenzotriazoleHCID 160435CarbodiimideHCID 24901021(5-Chloro-2-oxo-2,3-dihydrobenzimidazol-1-yl)phenyl-acetic acidHCID 667546611-Propyl-4-pyrrolidin-3-ylpiperazine

生成物 1

HCID 667550625-Chloro-1-{2-oxo-1-phenyl-2-[3-(4-propylpiperazin-1-yl)pyrrolidin-1-yl]-ethyl}-1,3-dihydrobenzimidazol-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

110 mg (0.36 mmol) of (5-chloro-2-oxo-2,3-dihydrobenzimidazol-1-yl)phenyl-acetic acid (VIIIe), 69.1 mg (0.51 mmol) of HOBt and 335 mg (0.44 mmol, 1.3 mmol/g) of solid phase-bound PS-carbodiimide were dissolved in 6 ml of dry dichloromethane in a screw-cap tube and shaken mechanically at room temperature for 10 min. 78.9 mg (0.40 mmol) of 1-propyl-4-pyrrolidin-3-ylpiperazine were added, and the mixture was then shaken mechanically overnight. Three equivalents of solid phase-bound MP-carbonate were then added to the reaction mixture, and shaking was continued for 2 h. The solid phase-bound reagents were filtered off and washed with dichloromethane. The filtrate was concentrated in vacuo and the residue was dried in vacuo. The reaction product was used without further purification for the next reaction step.

後処理

  1. stirringthe mixture was then shaken mechanically overnight
  2. stirringshaking
  3. waitwas continued for 2 h
  4. filtrationThe solid phase-bound reagents were filtered off
  5. washwashed with dichloromethane
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was dried in vacuo
  8. customThe reaction product was used without further purification for the next reaction step

出典と根拠

ORDレコード
ord-285fa30fc11a478a94886c41dad10d94
出典データセット
uspto-grants-2012_02
特許番号
US08119676B2

反応ノート

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