HRID1827270

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID61277

Propane, 2-isocyanato-

C4H7NO

结构：Cn1cncc1C(O)(c1ccc(Cl)cc1)c1ccc2nc(N)nc(-c3cccc(Cl)c3)c2c1

HCID10227423

未命名化合物

PRODUCTS

生成物

结构：CC(C)NC(=O)Nc1nc(-c2cccc(Cl)c2)c2cc(C(O)(c3ccc(Cl)cc3)c3cncn3C)ccc2n1

HCID22136504

未命名化合物

收率 20.4%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID962

Water

H2O

溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

A mixture of 2-amino-4-(3-chlorophenyl)-α-(4-chlorophenyl)-α-(1-methyl-1H-imidazol-5-yl)-6-quinazolinemethanol (0.00021 mol) obtained in Example B19, and 2-isocyanato-propane (3 equiv, 0.00063 mol) in THF (1 ml) was heated at 60° C. for 5 hours. A few drops of water were added. The mixture was evaporated till dryness and purified by HPLC. The product fractions were collected and the solvent was evaporated, yielding 0.024 g (20.3%) of N-[4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2-quinazolinyl]-N′-(1-methylethyl)-urea, MS (ESI) m/z: 561 563 565.

WORKUP

后处理

customThe mixture was evaporated till dryness
custompurified by HPLC
customThe product fractions were collected
customthe solvent was evaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f1f4a80a970e4cf4a3c8abdf4116d88c
来源数据集: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07053105B2
来源说明: uspto-grants-2006_05

反应 SMILES

[NH2:1][C:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:19]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=3)([C:21]3[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=3)[OH:20])[CH:8]=2)[N:3]=1.[N:34]([CH:37]([CH3:39])[CH3:38])=[C:35]=[O:36]>C1COCC1.O>[Cl:18][C:14]1[CH:13]=[C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:19]([C:27]4[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=4)([OH:20])[C:21]4[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=4)[CH:8]=3)[N:3]=[C:2]([NH:1][C:35]([NH:34][CH:37]([CH3:39])[CH3:38])=[O:36])[N:11]=2)[CH:17]=[CH:16][CH:15]=1