HRID486091

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID11430

Potassium Carbonate

CK2O3

HCID25517

未命名化合物

结构：COC(=O)C(C)(C)Cc1c(C)c2cc(O)ccc2n1Cc1ccc(Cl)cc1

HCID15229448

未命名化合物

HCID22063701

未命名化合物

PRODUCTS

生成物

结构：COC(=O)C(C)(C)Cc1c(C)c2cc(OCc3nc(C(C)C)cs3)ccc2n1Cc1ccc(Cl)cc1

HCID19097506

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution of methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (Preparation 1) (50 mg), 2-chloromethyl-4-prop-2-ylthiazole (30 mg), K2CO3 (60 mg), and Cs2CO3 (10 mg) in 2 mL DMF was stirred at room temperature under nitrogen for 24 hours. The mixture was poured onto sat.'d NH4Cl solution, extracted 2× Et2O, washed 2× brine, dried (MgSO4), and evaporated. The residue was chromatographed on silica gel (hexane/EtOAc 4:1) to give the title compound.

WORKUP

后处理

extractionextracted 2× Et2O
washwashed 2× brine
dry with materialdried (MgSO4)
customevaporated
customThe residue was chromatographed on silica gel (hexane/EtOAc 4:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5095f42e22ea4addbab24f4abcacba56
来源数据集: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05290798
来源说明: uspto-grants-1994_03

反应 SMILES

[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([OH:16])=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][C:19]([CH3:25])([CH3:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:4][CH:3]=1.Cl[CH2:29][C:30]1[S:31][CH:32]=[C:33]([CH:35]([CH3:37])[CH3:36])[N:34]=1.C([O-])([O-])=O.[K+].[K+].C([O-])([O-])=O.[Cs+].[Cs+].[NH4+].[Cl-]>CN(C=O)C>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:29][C:30]4[S:31][CH:32]=[C:33]([CH:35]([CH3:37])[CH3:36])[N:34]=4)=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][C:19]([CH3:24])([CH3:25])[C:20]([O:22][CH3:23])=[O:21])=[CH:4][CH:3]=1