Potassium Carbonate → 4-(3-Chloro-phenyl)-2-[6-(3-pyrrolidin-1-yl-propoxy)-benzoimidazol-1-yl]-thiazole-5-carboxylic acid amide

HRID 1667750노트

반응식

HRID 1667750 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]2[N:13]=[CH:12][N:11]([C:14]3[S:15][C:16]([C:26]([NH2:28])=[O:27])=[C:17]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[CH:20]=4)[N:18]=3)[C:10]=2[CH:29]=1.C(=O)([O-])[O-].[K+].[K+].[NH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1>[I-].[K+].CN(C)C=O>[Cl:25][C:21]1[CH:20]=[C:19]([C:17]2[N:18]=[C:14]([N:11]3[C:10]4[CH:29]=[C:6]([O:5][CH2:4][CH2:3][CH2:2][N:36]5[CH2:40][CH2:39][CH2:38][CH2:37]5)[CH:7]=[CH:8][C:9]=4[N:13]=[CH:12]3)[S:15][C:16]=2[C:26]([NH2:28])=[O:27])[CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 674272962-[6-(3-Chloro-propoxy)-benzoimidazol-1-yl]-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide

생성물 1

HCID 468317684-(3-Chloro-phenyl)-2-[6-(3-pyrrolidin-1-yl-propoxy)-benzoimidazol-1-yl]-thiazole-5-carboxylic acid amide수율 74.7%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.043 g (0.1 mmole) of 2-[6-(3-chloro-propoxy)-benzoimidazol-1-yl]-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide (I.34a), 1 mL of dimethylformamide, 0.069 g (0.5 mmole) of potassium carbonate, 0.001 g of potassium iodide and 0.025 mL (0.3 mmole) of pyrrolidine was stirred at 100 degrees for 6 hours. The mixture was concentrated under reduced pressure, and diluted with 20 mL of water. The precipitate was collected by filtration and the solid triturated with diethyl ether to give 0.036 g of 4-(3-chloro-phenyl)-2-[6-(3-pyrrolidin-1-yl-propoxy)-benzoimidazol-1-yl]-thiazole-5-carboxylic acid amide (I.34) as a white solid. MH+/Z=482

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additiondiluted with 20 mL of water
  3. filtrationThe precipitate was collected by filtration
  4. customthe solid triturated with diethyl ether

출처 및 근거

ORD 기록
ord-6c6b68102b0f4ae9a708fcadb112008f
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044213B2

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