3-Fluorobenzyl isocyanate → Tert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-[3-(3-fluorobenzyl)ureido]indazole-1-carboxylate

HRID 222383ノート

反応式

HRID 222383 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]=[C:10]=[O:11])[CH:3]=1.[NH2:12][C:13]1[CH:14]=[C:15]2[C:19](=[C:20]([F:25])[C:21]=1[O:22][CH2:23][CH3:24])[N:18]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[N:17]=[C:16]2[NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35]>ClCCl>[C:37]([O:36][C:34]([NH:33][C:16]1[C:15]2[C:19](=[C:20]([F:25])[C:21]([O:22][CH2:23][CH3:24])=[C:13]([NH:12][C:10]([NH:9][CH2:8][C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[O:11])[CH:14]=2)[N:18]([C:26]([O:28][C:29]([CH3:30])([CH3:32])[CH3:31])=[O:27])[N:17]=1)=[O:35])([CH3:40])([CH3:38])[CH3:39]

参加物

4

反応物 2

HCID 6434993-Fluorobenzyl isocyanateHCID 57908840Tert-butyl 5-amino-3-tert-butoxycarbonylamino-6-ethoxy-7-fluoroindazole-1-carboxylate

生成物 1

HCID 57908848Tert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-[3-(3-fluorobenzyl)ureido]indazole-1-carboxylate収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4.3 120 mg of 1-fluoro-3-isocyanatomethylbenzene (0.79 mmol) are added to 270 mg of tert-butyl 5-amino-3-tert-butoxycarbonylamino-6-ethoxy-7-fluoroindazole-1-carboxylate (0.66 mmol), dissolved in 10 ml of dichloromethane, and the mixture is stirred at RT for 24 hours. The reaction solution is evaporated, and the residue is purified by column chromatography on silica gel (eluent: 100% heptane->60% heptane/40% ethyl acetate), giving 250 mg of tert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-[3-(3-fluorobenzyl)ureido]indazole-1-carboxylate (68%), MS-FAB (M+H+)=562.

後処理

  1. customThe reaction solution is evaporated
  2. customthe residue is purified by column chromatography on silica gel (eluent: 100% heptane->60% heptane/40% ethyl acetate)

出典と根拠

ORDレコード
ord-e9a4e0d7d1814a35b03ef02ee24b960c
出典データセット
uspto-grants-2012_06
特許番号
US08207210B2

反応ノート

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