HRID1532372

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：Cc1cc(C)cc(-c2[nH]c3ccc([N+](=O)[O-])cc3c2CCN(CCCCc2cccnc2)Cc2ccccc2)c1

HCID21249906

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(C)cc(-c2[nH]c3ccc(N)cc3c2CCN(CCCCc2cccnc2)Cc2ccccc2)c1

HCID21249894

未命名化合物

收率 74.5%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID935

Nickel

PROCEDURE

实验过程

To a stirred solution of benzyl-{2-[2-(3,5-dimethylphenyl)-5-nitro-1H-indol-3-yl]ethyl}-(4-pyridin-3-yl-butyl)amine (350 mg in 30 mL absolute ethanol) was added ca. 30 mg of Raney” nickel. The reaction flask was fitted with a hydrogen balloon, evacuated and recharged with hydrogen (3 times) and stirred at room temperature. After 3 hours the reaction was flushed with nitrogen, filtered over diatomaceous earth and concentrated in vacuo. Purification by flash chromatography on silica gel (methylene chloride:methanol:ammonium hydroxide, 96:4:1) gave the title compound (246 mg).

WORKUP

后处理

customevacuated
customAfter 3 hours the reaction was flushed with nitrogen
filtrationfiltered over diatomaceous earth
concentrationconcentrated in vacuo
customPurification by flash chromatography on silica gel (methylene chloride:methanol:ammonium hydroxide, 96:4:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ebac83d33e4440d5b6cf6b9a579fd891
来源数据集: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06200957B1
来源说明: uspto-grants-2001_03

反应 SMILES

[H][H].[CH2:3]([N:10]([CH2:21][CH2:22][C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([N+:32]([O-])=O)[CH:30]=2)[NH:25][C:24]=1[C:35]1[CH:40]=[C:39]([CH3:41])[CH:38]=[C:37]([CH3:42])[CH:36]=1)[CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>[Ni]>[CH2:3]([N:10]([CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)[CH2:21][CH2:22][C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([NH2:32])[CH:30]=2)[NH:25][C:24]=1[C:35]1[CH:36]=[C:37]([CH3:42])[CH:38]=[C:39]([CH3:41])[CH:40]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1