HRID1597085

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

结构：Cl.N#CC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.O

HCID22741809

未命名化合物

PRODUCTS

生成物

结构：Cl.Cl.Cl.Cl.NCC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.NCC1(Cc2ccccc2)CCN(CCCC2(c3ccc(Cl)c(Cl)c3)CCCN(C(=O)c3ccccc3)C2)CC1.O

HCID131721653

未命名化合物

收率 111.8%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID935

Nickel

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of 2.3 g of the compound obtained in EXAMPLE 8 and 0.3 g of Raney® nickel in 100 ml of EtOH is hydrogenated for 72 hours at RT and at atmospheric pressure. The catalyst is filtered off and the filtrate is concentrated under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (85/15; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 1.08 g of the expected product.

WORKUP

后处理

filtrationThe catalyst is filtered off
concentrationthe filtrate is concentrated under vacuum
customThe residue is chromatographed on silica H
customThe product obtained
customthe precipitate formed
filtrationis filtered off

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-09635d5500f343b4bb6810367f6c22df
来源数据集: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06291672B1
来源说明: uspto-grants-2001_09

反应 SMILES

O.[ClH:2].[C:3]([N:11]1[CH2:16][CH2:15][CH2:14][C:13]([CH2:25][CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][C:31]([CH2:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)([C:34]#[N:35])[CH2:30][CH2:29]2)([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=2)[CH2:12]1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CCO.[Ni]>[OH2:10].[ClH:23].[ClH:2].[NH2:35][CH2:34][C:31]1([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][CH2:25][C:13]2([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=3)[CH2:14][CH2:15][CH2:16][N:11]([C:3](=[O:10])[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:12]2)[CH2:29][CH2:30]1.[NH2:35][CH2:34][C:31]1([CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][CH2:25][C:13]2([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[C:19]([Cl:24])[CH:18]=3)[CH2:14][CH2:15][CH2:16][N:11]([C:3](=[O:10])[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:12]2)[CH2:29][CH2:30]1.[ClH:23].[ClH:23]