HRID2236966

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1514430

tert-Butyl 4-formylpiperidine-1-carboxylate

C11H19NO3

结构：CCCCNc1cc(OCCCN(CC)CC)cc(OCCCN(CC)CC)c1N

HCID66977544

未命名化合物

PRODUCTS

生成物

结构：CCCCn1c(C2CCN(C(=O)OC(C)(C)C)CC2)nc2c(OCCCN(CC)CC)cc(OCCCN(CC)CC)cc21

HCID66977506

未命名化合物

收率 69%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A solution of 1-(t-butyloxycarbonyl)piperdine-4-carboxaldehyde (235 mg; 1.1 mmol) and 2-butylamino-4,6-di(3-diethylaminopropoxy)aniline (synthesized via General Procedures J1 and J2 and I) (424 mg; 1 mmol) in ethanol (5 mL) was subjected to General Procedure K. The crude product was purified by silica gel column chromatography using 10% MeOH in DCM with a gradual increment of triethylamine (0.2 to 1.0%) as eluent to afford 425 mg of tert-butyl {4-[1-butyl-4,6-di(3-diethylaminopropoxy)-1H-benzimidazol-2-yl]}piperidine-1-carboxylate.

WORKUP

后处理

customThe crude product was purified by silica gel column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-da305e2f10684516a0b5ace39de31406
来源数据集: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07714013B2
来源说明: uspto-grants-2010_05

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:16]([NH:20][C:21]1[CH:27]=[C:26]([O:28][CH2:29][CH2:30][CH2:31][N:32]([CH2:35][CH3:36])[CH2:33][CH3:34])[CH:25]=[C:24]([O:37][CH2:38][CH2:39][CH2:40][N:41]([CH2:44][CH3:45])[CH2:42][CH3:43])[C:22]=1[NH2:23])[CH2:17][CH2:18][CH3:19]>C(O)C>[CH2:16]([N:20]1[C:21]2[CH:27]=[C:26]([O:28][CH2:29][CH2:30][CH2:31][N:32]([CH2:33][CH3:34])[CH2:35][CH3:36])[CH:25]=[C:24]([O:37][CH2:38][CH2:39][CH2:40][N:41]([CH2:44][CH3:45])[CH2:42][CH3:43])[C:22]=2[N:23]=[C:14]1[CH:11]1[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:13][CH2:12]1)[CH2:17][CH2:18][CH3:19]