HRID1503094

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

HCID31275

1,4-Dioxane

C4H8O2

HCID42205078

未命名化合物

HCID53338917

(6-Cyclopropylpyridin-3-yl)boronic acid

C8H10BNO2

PRODUCTS

生成物

结构：CCOC(=O)C(C)(C)Sc1ccccc1-c1ccc(C2CC2)nc1

HCID54764233

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1

催化剂HCID178418397

未命名化合物

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

A mixture of 2-(2-bromophenylthio)-2-methylpropanoate (1 eq), 6-cyclopropylpyridin-3-ylboronic acid (1 eq), aqueous sodium carbonate solution (2 M, 4 eq), and Pd(PPh3)4 (0.05 eq) in dioxane is degassed. The mixture is sealed, heated at 80° C., washed with water, extracted with ethyl acetate, dried (MgSO4), concentrated and purified by chromatography.

WORKUP

后处理

customis degassed
customThe mixture is sealed
washwashed with water
extractionextracted with ethyl acetate
dry with materialdried (MgSO4)
concentrationconcentrated
custompurified by chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3d4bb93312c04d8f83f445f70242ea35
来源数据集: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09212135B2
来源说明: uspto-grants-2015_12

反应 SMILES

Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]([CH3:14])([CH3:13])[C:10]([O-:12])=[O:11].[CH:15]1([C:18]2[N:23]=[CH:22][C:21](B(O)O)=[CH:20][CH:19]=2)[CH2:17][CH2:16]1.C(=O)([O-])[O-].[Na+].[Na+].O1CCO[CH2:35][CH2:34]1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:15]1([C:18]2[N:23]=[CH:22][C:21]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8][C:9]([CH3:14])([CH3:13])[C:10]([O:12][CH2:34][CH3:35])=[O:11])=[CH:20][CH:19]=2)[CH2:17][CH2:16]1