HRID2169224

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2734379

Pyridine-4-boronic acid

C5H6BNO2

结构：CC(C)N(CCO)C(=O)c1nc(Cc2ccccc2Br)nc(O)c1OCc1ccccc1

HCID178457447

未命名化合物

结构：COc1ccc(-c2ccccc2)c(Cc2nc(O)c(OCc3ccccc3)c(C(=O)OC(C)(C)C)n2)c1

HCID178488539

未命名化合物

PRODUCTS

生成物

结构：CC(C)N(CCO)C(=O)c1nc(Cc2ccccc2-c2ccncc2)nc(O)c1OCc1ccccc1

HCID178457451

未命名化合物

收率 56.6%

PROCEDURE

实验过程

5-Benzyloxy-6-hydroxy-2-(2-pyridin-4-yl-benzyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (152) (251 mg, 56.02%) as an off-white solid was synthesized from 5-benzyloxy-2-(2-bromobenzyl)-6-hydroxypyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (151) (450 mg, 0.89 mmol) and pyridine-4-boronic acid (165.78 mg, 1.34 mmol) following the procedure as described for 5-benzyloxy-6-hydroxy-2-(4-methoxybiphenyl-2-ylmethyl)-pyrimidine-4-carboxylic acid tert-butyl ester (139).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b77d402f1ee74761aeca52878f543669
来源数据集: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09045486B2
来源说明: uspto-grants-2015_06

反应 SMILES

[OH:1][CH2:2][CH2:3][N:4]([CH:30]([CH3:32])[CH3:31])[C:5]([C:7]1[C:12]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:11]([OH:21])[N:10]=[C:9]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2Br)[N:8]=1)=[O:6].[N:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1.C(OC(C1C(OCC2C=CC=CC=2)=C(O)N=C(CC2C=C(OC)C=CC=2C2C=CC=CC=2)N=1)=O)(C)(C)C>>[OH:1][CH2:2][CH2:3][N:4]([CH:30]([CH3:32])[CH3:31])[C:5]([C:7]1[C:12]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:11]([OH:21])[N:10]=[C:9]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:36]2[CH:37]=[CH:38][N:33]=[CH:34][CH:35]=2)[N:8]=1)=[O:6]