3,5-Dimethylisoxazole-4-isocyanate → 2-(4-{4-[3-(3,5-Dimethyl-isoxazol-4-yl)-ureido]-2-fluoro-phenyl}-piperazin-1-yl)-N,N-diethyl-2-phenyl-acetamide

HRID 1927595노트

반응식

HRID 1927595 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:15]([N:17]([CH2:20][CH3:21])[CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]2)=[C:4]([F:28])[CH:3]=1.[N:29]([C:32]1[C:33]([CH3:38])=[N:34][O:35][C:36]=1[CH3:37])=[C:30]=[O:31]>ClCCCl>[CH3:38][C:33]1[C:32]([NH:29][C:30](=[O:31])[NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:13][CH2:12][N:11]([CH:14]([C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=4)[C:15]([N:17]([CH2:18][CH3:19])[CH2:20][CH3:21])=[O:16])[CH2:10][CH2:9]3)=[C:4]([F:28])[CH:3]=2)=[C:36]([CH3:37])[O:35][N:34]=1

참가 물질

4

반응물 2

HCID 27362663,5-Dimethylisoxazole-4-isocyanateHCID 581573072-[4-(4-amino-2-fluoro-phenyl)-piperazin-1-yl]-N,N-diethyl-2-phenyl-acetamide

생성물 1

HCID 166671802-(4-{4-[3-(3,5-Dimethyl-isoxazol-4-yl)-ureido]-2-fluoro-phenyl}-piperazin-1-yl)-N,N-diethyl-2-phenyl-acetamide수율 64%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

A mixture of 2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1-yl]-N,N-diethyl-2-phenyl-acetamide (0.30 mmol) and 4-isocyanato-3,5-dimethyl-isoxazole (1.0 mmol) in DCE (10 mL) was stirred at rt for 16 h. The solid that had formed was collected by filtration and dried under vacuum to give the title compound (100 mg, 64%). MS (ESI): mass calcd. for C28H35FN6O3, 522.28. m/z found, 523.4 [M+H]+. 1H NMR (CDCl3): 8.60-8.40 (br s, 1H), 7.60-7.25 (m, 6H), 6.78-6.71 (m, 1H), 6.68-6.57 (m, 1H), 4.21 (s, 1H), 3.60-3.40 (m, 2H), 3.39-3.15 (m, 2H), 2.95-2.45 (m, 8H), 2.24 (s, 3H), 2.13 (s, 3H), 1.11 (t, J=7.1, 3H), 1.05 (t, J=7.1, 3H).

후처리

  1. customThe solid that had formed
  2. filtrationwas collected by filtration
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-f70c43f864df4fa0915b8b13d984bbc3
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183239B2

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