HRID17650

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID66977438

未命名化合物

结构：CCN(CC)CCCOc1cc(OCCc2ccc(Cl)cc2)ccc1C=O

HCID86591967

未命名化合物

PRODUCTS

生成物

结构：CCCCn1c(-c2ccc(OCCc3ccc(Cl)cc3)cc2OCCCN(CC)CC)nc2ccc(OCCCN(CC)CC)cc21

HCID59699235

未命名化合物

收率 64.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A solution of 2-(3-diethylaminopropoxy)-4-[2-(4-chlorophenyl)ethoxy]benzaldehyde (synthesized via General Procedures D1 and D2) (429 mg; 1.1 mmol) and 2-(n-butylamino)-4-(3-diethylaminopropoxy)aniline (synthesized via General Procedures G1 and G2 and I) (293 mg; 1 mmol) in ethanol (5 mL) was heated to reflux following 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 of (3-{2-[1-butyl-6-(3-diethylamino-propoxy)-1H-benzimidazol-2-yl]-5-[2-(4-chloro-phenyl)-ethoxy]-phenoxy}-propyl)-diethylamine (430 mg).

WORKUP

后处理

temperatureto reflux
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-7b36af6836574c63bd02b593fa9fa776
来源数据集: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07737285B2
来源说明: uspto-grants-2010_06

反应 SMILES

[CH2:1]([N:3]([CH2:26][CH3:27])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[C:14]([O:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[CH:13]=[CH:12][C:9]=1[CH:10]=O)[CH3:2].[CH2:28]([NH:32][C:33]1[CH:39]=[C:38]([O:40][CH2:41][CH2:42][CH2:43][N:44]([CH2:47][CH3:48])[CH2:45][CH3:46])[CH:37]=[CH:36][C:34]=1[NH2:35])[CH2:29][CH2:30][CH3:31]>C(O)C>[CH2:28]([N:32]1[C:33]2[CH:39]=[C:38]([O:40][CH2:41][CH2:42][CH2:43][N:44]([CH2:47][CH3:48])[CH2:45][CH3:46])[CH:37]=[CH:36][C:34]=2[N:35]=[C:10]1[C:9]1[CH:12]=[CH:13][C:14]([O:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[CH:15][C:8]=1[O:7][CH2:6][CH2:5][CH2:4][N:3]([CH2:26][CH3:27])[CH2:1][CH3:2])[CH2:29][CH2:30][CH3:31]