HRID1018297

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID348269

4-Chloro-2-methylbenzoic acid

C8H7ClO2

结构：COC(=O)c1cc([N+](=O)[O-])c(NC2CCCCC2)cc1C

HCID23378470

未命名化合物

结构：COC(=O)[C@@H](N)Cc1c[nH]c2ccc(O)cc12.Cl

HCID24802218

未命名化合物

PRODUCTS

生成物

结构：Cc1cc2c(cc1C(=O)N[C@@H](Cc1c[nH]c3ccc(O)cc13)C(=O)O)nc(-c1ccoc1)n2C1CCCCC1

HCID491059

未命名化合物

结构：Cc1cc2c(cc1C(=O)O)nc(-c1ccoc1)n2C1CCCCC1

HCID3012619

未命名化合物

PROCEDURE

实验过程

1-Cyclohexyl-2-furan-3-yl-6-methyl-1H-benzimidazole-5-carboxylic acid was prepared from 4-cyclohexylamino-2-methyl-5-nitrobenzoic acid methyl ester (Example 151) as described for the 4-methyl derivative (Example 151). The acid was coupled to 5-hydroxy-(S)-tryptophan methyl ester hydrochloride in the usual manner and following saponification of the methyl ester and purification by preparative C18 reversed-phase HPLC, the title compound of example 154 was obtained.

WORKUP

后处理

customsaponification of the methyl ester and purification by preparative C18 reversed-phase HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-76560f347bbc456383d8145d6f78aff0
来源数据集: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06479508B1
来源说明: uspto-grants-2002_11

反应 SMILES

C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([NH:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:6][C:5]=1[CH3:20].ClC1C=[CH:30][C:26]([C:27](O)=[O:28])=[C:25](C)[CH:24]=1.Cl.C[O:35][C:36](=[O:50])[C@H:37]([CH2:39][C:40]1[C:48]2[C:43](=[CH:44][CH:45]=[C:46]([OH:49])[CH:47]=2)[NH:42][CH:41]=1)[NH2:38]>>[CH:14]1([N:13]2[C:7]3[CH:6]=[C:5]([CH3:20])[C:4]([C:3]([OH:2])=[O:21])=[CH:9][C:8]=3[N:10]=[C:30]2[C:26]2[CH:25]=[CH:24][O:28][CH:27]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.[CH:14]1([N:13]2[C:7]3[CH:6]=[C:5]([CH3:20])[C:4]([C:3]([NH:38][C@@H:37]([CH2:39][C:40]4[C:48]5[C:43](=[CH:44][CH:45]=[C:46]([OH:49])[CH:47]=5)[NH:42][CH:41]=4)[C:36]([OH:35])=[O:50])=[O:21])=[CH:9][C:8]=3[N:10]=[C:30]2[C:26]2[CH:25]=[CH:24][O:28][CH:27]=2)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1