HRID1712523

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(=O)NCCc1ccc(F)cc1OCCOC1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCc2ccccc2)cc1

HCID68499818

未命名化合物

PRODUCTS

生成物

结构：CC(=O)NCCc1ccc(F)cc1OCCOC1CN(C(=O)OC(C)(C)C)CCC1c1ccc(O)cc1

HCID68504580

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

A solution of 5.8 g of tert-butyl 3-{2-[2-(2-acetylaminoethyl)-5-fluorophenoxy]ethoxy}-4-(4-benzyloxyphenyl)piperidine-1-carboxylate in 200 ml of ethyl acetate is hydrogenated at room temperature in the presence of 2.03 g of 10% Pd/C over 15 hours. The reaction mixture is clarified by filtration and the filtrate is concentrated by evaporation. The title compound is obtained as a white solid from the residue by means of flash chromatography (SiO2 60F). Rf=0.29 (EtOAc); Rt=4.30.

WORKUP

后处理

filtrationThe reaction mixture is clarified by filtration
concentrationthe filtrate is concentrated by evaporation

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-479eb107062c42158880ace790c99aa3
来源数据集: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07790715B2
来源说明: uspto-grants-2010_09

反应 SMILES

[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:43]=[CH:42][C:41]([F:44])=[CH:40][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22]([O:25]CC3C=CC=CC=3)=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:14]1)(=[O:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:43]=[CH:42][C:41]([F:44])=[CH:40][C:8]=1[O:9][CH2:10][CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)[CH2:17][CH2:16][N:15]([C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])[CH2:14]1)(=[O:3])[CH3:2]