HRID2063570

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

HCID13432476

1-Phenyl-1H-pyrazole-3-carbaldehyde

C10H8N2O

HCID59366177

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)COc1c(C)cc2cccnc2c1N1CCCN(Cc2ccn(-c3ccccc3)n2)CC1

HCID59366193

未命名化合物

收率 57.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID11

1,2-Dichloroethane

C2H4Cl2

2 次

PROCEDURE

实验过程

A mixture of (8-[1,4]diazepan-1-yl-6-methyl-quinolin-7-yloxy)-acetic acid ethyl ester (600 mg, 1.75 mmol), 1-Phenyl-1H-pyrazole-3-carbaldehyde (300.8 mg, 1.75) and NaBH(OAc)3 (408 mg, 1.92 mmol) in DCE (5 ml) was stirred at rt for 3 hrs. The reaction was then diluted with DCE (20 ml), filtered, and purified by flash column chromatography on silica gel to give the desired product (500 mg, 57%). MS (ES) m/z 500.2 (M+H+).

WORKUP

后处理

filtrationfiltered
custompurified by flash column chromatography on silica gel

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7719b686cb074ef6a10763c6a99d0ab8
来源数据集: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08288373B2
来源说明: uspto-grants-2012_10

反应 SMILES

[CH2:1]([O:3][C:4](=[O:25])[CH2:5][O:6][C:7]1[C:16]([N:17]2[CH2:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[N:14]2)=[CH:9][C:8]=1[CH3:24])[CH3:2].[C:26]1([N:32]2[CH:36]=[CH:35][C:34]([CH:37]=O)=[N:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>ClCCCl>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][O:6][C:7]1[C:16]([N:17]2[CH2:23][CH2:22][CH2:21][N:20]([CH2:37][C:34]3[CH:35]=[CH:36][N:32]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:33]=3)[CH2:19][CH2:18]2)=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[N:14]2)=[CH:9][C:8]=1[CH3:24])[CH3:2]