HRID1617698

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID962

Water

H2O

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

HCID3863484

3-(4-boronophenyl)propanoic Acid

C9H11BO4

$反应SMILES：Cc1ccccc1C(C/C(=N\O)c1ccc(=O)n(C)c1)c1ccc(Br)cc1$

HCID58043414

未命名化合物

PRODUCTS

产物

$反应SMILES：Cc1ccccc1C(C/C(=N\O)c1ccc(=O)n(C)c1)c1ccc(-c2ccc(CCC(=O)O)cc2)cc1$

HCID58043165

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

反应SMILES：[Cl][Pd][Cl].[Fe+2].c1ccc(P(c2ccccc2)c2cc[cH-]c2)cc1.c1ccc(P(c2ccccc2)c2cc[cH-]c2)cc1

催化剂HCID44119782

未命名化合物

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

In analogy to example 166, step 1, 5-{3-(4-bromo-phenyl)-1-[(E)-hydroxyimino]-3-o-tolyl-propyl}-1-methyl-1H-pyridin-2-one (example 162, step 4) was reacted with 4-(2-carboxyethyl)benzeneboronic acid in the presence of dichloro(1,1′-bis(diphenylphosphino)-ferrocene)palladium(II) dichloromethane adduct in a mixture of 1,4-dioxane, water and 2 M aqueous sodium carbonate solution to give the title compound as a light yellow solid, MS (ESI+): m/z=493.2 [M−H]−.

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-14c321009ed84111a42bc47a2c464427
来源数据集: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08765730B2
来源说明: uspto-grants-2014_07

反应SMILES

Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:27])[CH2:9]/[C:10](/[C:13]2[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=2)=[N:11]\[OH:12])=[CH:4][CH:3]=1.[C:28]([CH2:31][CH2:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)([OH:30])=[O:29].O.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.[CH-]1C=C(P(C2C=CC=CC=2)C2C=CC=CC=2)C=C1.[CH-]1C=C(P(C2C=CC=CC=2)C2C=CC=CC=2)C=C1.Cl[Pd]Cl.[Fe+2]>[OH:12]/[N:11]=[C:10](/[C:13]1[CH:14]=[CH:15][C:16](=[O:20])[N:17]([CH3:19])[CH:18]=1)\[CH2:9][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([C:36]2[CH:37]=[CH:38][C:33]([CH2:32][CH2:31][C:28]([OH:30])=[O:29])=[CH:34][CH:35]=2)=[CH:3][CH:4]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:27]