HRID2277409

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID146261

(2R)-2-Methyloxirane

C3H6O

反应SMILES：COc1cc2c(Oc3ccc(NC(=O)c4c(C)n(C)n(-c5ccccc5)c4=O)cc3)ccnc2cc1O

HCID136350301

未命名化合物

PRODUCTS

产物

反应SMILES：COc1cc2c(Oc3ccc(NC(=O)c4c(C)n(C)n(-c5ccccc5)c4=O)cc3)ccnc2cc1OC[C@@H](C)O

HCID60172849

未命名化合物

收率 25%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21962138

N,N-Dimethylformamide--water (1/1)

C3H9NO2

PROCEDURE

实验过程

The title compound was prepared according to the procedure described in Example 15 by using N-(4-((7-hydroxy-6-methoxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (5.5 g, 11.1 mmol), (R)-2-methyloxirane (8 ml, 111 mmol) and K2CO3 (3.1 g, 222.2 mmol) in DMF/H2O (25 mL/5 mL). The crude product was purified by a silica gel column chromatography (DCM/MeOH(V/V=40/1)) to afford the title compound as a gray-white solid (1.5 g, 25%).

WORKUP

后处理

customThe title compound was prepared
customThe crude product was purified by a silica gel column chromatography (DCM/MeOH(V/V=40/1))

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-3f33a3b36d37462cb240fefeb8801163
来源数据集: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US09133162B2
来源说明: uspto-grants-2015_09

反应SMILES

[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:12][C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]4[C:23](=[O:35])[N:24]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[N:25]([CH3:28])[C:26]=4[CH3:27])=[O:21])=[CH:15][CH:14]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[O:36][CH3:37].[CH3:38][C@@H:39]1[CH2:41][O:40]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[OH:40][C@H:39]([CH3:41])[CH2:38][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:12][C:13]3[CH:14]=[CH:15][C:16]([NH:19][C:20]([C:22]4[C:23](=[O:35])[N:24]([C:29]5[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=5)[N:25]([CH3:28])[C:26]=4[CH3:27])=[O:21])=[CH:17][CH:18]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][C:3]=1[O:36][CH3:37]