4-(Trifluoromethyl)phenyl isocyanate → 7-Pyridin-4-yl-6-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazolo[5,1-b]thiazole-3-carboxylic acid ethyl ester

HRID 38096

반응식

HRID 38096 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:7]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=3)[C:11]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[C:8]2[S:9][CH:10]=1)=[O:5])[CH3:2].[F:27][C:28]([F:39])([F:38])[C:29]1[CH:34]=[CH:33][C:32]([N:35]=[C:36]=[O:37])=[CH:31][CH:30]=1>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[N:7]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][C:36]([NH:35][C:32]4[CH:31]=[CH:30][C:29]([C:28]([F:27])([F:38])[F:39])=[CH:34][CH:33]=4)=[O:37])[CH:15]=3)[C:11]([C:21]3[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=3)=[C:8]2[S:9][CH:10]=1)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 737684-(Trifluoromethyl)phenyl isocyanateHCID 674231336-(3-Amino-phenyl)-7-pyridin-4-yl-pyrazolo[5,1-b]thiazole-3-carboxylic acid ethyl ester

생성물 1

HCID 674240887-Pyridin-4-yl-6-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazolo[5,1-b]thiazole-3-carboxylic acid ethyl ester수율 61.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6-(3-Amino-phenyl)-7-pyridin-4-yl-pyrazolo[5,1-b]thiazole-3-carboxylic acid ethyl ester (33 mg, 0.091 mmol) was dissolved in dry DCM (0.5 mL) under nitrogen atmosphere. p-Trifluoromethylphenylisocyanate (0.014 mL, 0.100 mmol, 1.1 eq) was added and the mixture was stirred at room temperature for 1 hour. The solution was evaporated to dryness and the crude product was purified by chromatography on silica gel (DCM/MeOH 97:3) to give 31 mg (61%) of 7-pyridin-4-yl-6-{3-[3-(4-trifluoromethyl-phenyl)-ureido]-phenyl}-pyrazolo[5,1-b]thiazole-3-carboxylic acid ethyl ester.

후처리

  1. customThe solution was evaporated to dryness
  2. customthe crude product was purified by chromatography on silica gel (DCM/MeOH 97:3)

출처 및 근거

ORD 기록
ord-bc2bdec7b8a142c0971b18bbc52f0662
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524707B2

연결된 노트

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