HRID1091895

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)OC(=O)N1CCC(NC(=O)c2ccc3[nH]c4c(c3c2)CN(Cc2ccc(C(N)=O)cc2)CC4)CC1

HCID44176511

未命名化合物

PRODUCTS

生成物

结构：N#Cc1ccc(CN2CCC(NC(=O)c3ccc4[nH]c5c(c4c3)CN(Cc3ccc(C(N)=O)cc3)CC5)CC2)cc1

HCID44176618

未命名化合物

收率 182.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID20443148

1,4-Dioxane hydrochloride

C4H9ClO2

PROCEDURE

实验过程

A solution of tert-butyl 4-(2-(4-carbamoylbenzyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxamido)piperidine-1-carboxylate (28, 745 mg, 1.4 mmol) in 4 N HCl/dioxane (20.0 mL) was allowed to stir at room temperature for 2 h. The reaction mixture was then concentrated to give a tan solid which was triturated with ethyl ether to give 2-(4-carbamoylbenzyl)-N-(1-(4-cyanobenzyl)piperidin-4-yl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxamide as an off-white solid (700 mg, 99%); MS (ES) 432 (M+H).

WORKUP

后处理

concentrationThe reaction mixture was then concentrated
customto give a tan solid which
customwas triturated with ethyl ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f1c0b90cb84a4739a9aa76717f8bf16c
来源数据集: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08129390B2
来源说明: uspto-grants-2012_03

反应 SMILES

[C:1]([C:4]1[CH:39]=[CH:38][C:7]([CH2:8][N:9]2[CH2:37][CH2:36][C:12]3[NH:13][C:14]4[CH:15]=[CH:16][C:17]([C:20]([NH:22][CH:23]5[CH2:28][CH2:27][N:26]([C:29](OC(C)(C)C)=O)[CH2:25][CH2:24]5)=[O:21])=[CH:18][C:19]=4[C:11]=3[CH2:10]2)=[CH:6][CH:5]=1)(=[O:3])[NH2:2]>Cl.O1CCOCC1>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[CH2:37][CH2:36][C:12]3[NH:13][C:14]4[CH:15]=[CH:16][C:17]([C:20]([NH:22][CH:23]5[CH2:24][CH2:25][N:26]([CH2:29][C:7]6[CH:38]=[CH:39][C:4]([C:1]#[N:2])=[CH:5][CH:6]=6)[CH2:27][CH2:28]5)=[O:21])=[CH:18][C:19]=4[C:11]=3[CH2:10]2)=[CH:38][CH:39]=1)(=[O:3])[NH2:2]