HRID222383

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID643499

3-Fluorobenzyl isocyanate

C8H6FNO

结构：CCOc1c(N)cc2c(NC(=O)OC(C)(C)C)nn(C(=O)OC(C)(C)C)c2c1F

HCID57908840

未命名化合物

PRODUCTS

生成物

结构：CCOc1c(NC(=O)NCc2cccc(F)c2)cc2c(NC(=O)OC(C)(C)C)nn(C(=O)OC(C)(C)C)c2c1F

HCID57908848

未命名化合物

收率 68%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

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.

WORKUP

后处理

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

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e9a4e0d7d1814a35b03ef02ee24b960c
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08207210B2
来源说明: uspto-grants-2012_06

反应 SMILES

[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]