HRID1433164

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID9321

Hydrazine

H4N2

结构：Cc1c[nH]c2cc(OCc3ccccc3)c(C(=O)C(=CN(C)C)N3CCN(C(=O)OCc4ccccc4)CC3)cc12

HCID69060591

未命名化合物

PRODUCTS

生成物

结构：Cc1c[nH]c2cc(OCc3ccccc3)c(-c3n[nH]cc3N3CCN(C(=O)OCc4ccccc4)CC3)cc12

HCID178430817

未命名化合物

收率 30%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A solution of 4-[1-(6-benzyloxy-3-methyl-1H-indole-5-carbonyl)-2-dimethylamino-vinyl]-piperazine-1-carboxylic acid benzyl ester (0.158 g, 0.29 mmol) and hydrazine (0.75 ml, 15.5 mmol) in EtOH was refluxed for 1 hour, after which time the reaction had gone to completion. The solvent was removed in vacuo and the product purified by column chromatography in hexane/EtOAc (1:1) to afford an off-white solid (0.0445 g, 30%). LC/MS: RT=2.713 min. 522 (MH+).

WORKUP

后处理

customThe solvent was removed in vacuo
customthe product purified by column chromatography in hexane/EtOAc (1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-475cc5156b894e6887fecb275cdbc5af
来源数据集: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07612201B2
来源说明: uspto-grants-2009_11

反应 SMILES

[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]([C:22]([C:24]2[CH:25]=[C:26]3[C:30](=[CH:31][C:32]=2[O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[NH:29][CH:28]=[C:27]3[CH3:41])=O)=[CH:18][N:19](C)C)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:42]N>CCO>[CH2:1]([O:8][C:9]([N:11]1[CH2:12][CH2:13][N:14]([C:17]2[C:22]([C:24]3[CH:25]=[C:26]4[C:30](=[CH:31][C:32]=3[O:33][CH2:34][C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[NH:29][CH:28]=[C:27]4[CH3:41])=[N:42][NH:19][CH:18]=2)[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1