HRID1247402

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7748

Ethyl bromoacetate

C4H7BrO2

HCID10796

Cesium carbonate

CCs2O3

HCID2734359

3-Hydroxyphenylboronic acid

C6H7BO3

反应SMILES：CCOC(C(=O)NCc1ccc(C#N)cc1)c1c(F)cc(Br)cc1F

HCID21905252

未命名化合物

PRODUCTS

产物

反应SMILES：CCOC(=O)COc1cccc(-c2cc(F)c(C(OCC)C(=O)NCc3ccc(C#N)cc3)c(F)c2)c1

HCID69288789

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

Dimethylformamide

C3H7NO

PROCEDURE

实验过程

In analogy to example 247.1, (RS)-2-(4-bromo-2,6-difluoro-phenyl)-N-(4-cyano-benzyl)-2-ethoxy-acetamide (example 248.1) was reacted with 3-hydroxyphenylboronic acid. The product of this reaction was alkylated with ethylbromoacetate and cesiumcarbonate in DMF (analogous to example 16.4) to give (RS)-{4′-[(4-cyano-benzylcarbamoyl)-ethoxy-methyl]-3′,5′-difluoro-biphenyl-3-yloxy}-acetic acid ethyl ester. Colorless oil. MS 509.1 ([M+H]+)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-af5841ac4df34931bd672fbefef01677
来源数据集: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US07129238B2
来源说明: uspto-grants-2006_10

反应SMILES

Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH:9]([O:22][CH2:23][CH3:24])[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=2)=[O:11])=[C:4]([F:25])[CH:3]=1.[OH:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][CH:32]=1.[CH2:36]([O:38][C:39](=[O:42])[CH2:40]Br)[CH3:37].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH2:36]([O:38][C:39](=[O:42])[CH2:40][O:26][C:27]1[CH:28]=[C:29]([C:2]2[CH:7]=[C:6]([F:8])[C:5]([CH:9]([C:10](=[O:11])[NH:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=3)[O:22][CH2:23][CH3:24])=[C:4]([F:25])[CH:3]=2)[CH:30]=[CH:31][CH:32]=1)[CH3:37]