2-(Chloromethyl)quinoline hydrochloride → 3-[n-(p-Chlorobenzyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoic acid

HRID 327226Notes

Reaction equation

HRID 327226 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([OH:16])=[CH:13][CH:14]=3)[CH:9]=[C:8]2[CH2:17][C:18]([CH3:24])([CH3:23])[C:19]([O:21]C)=[O:20])=[CH:4][CH:3]=1.Cl.Cl[CH2:29][C:30]1[CH:39]=[CH:38][C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[N:31]=1>>[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:29][C:30]4[CH:39]=[CH:38][C:37]5[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=5)[N:31]=4)=[CH:13][CH:14]=3)[CH:9]=[C:8]2[CH2:17][C:18]([CH3:23])([CH3:24])[C:19]([OH:21])=[O:20])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 30838232-(Chloromethyl)quinoline hydrochlorideHCID 14980565Methyl 3-[N-(p-chlorobenzyl)-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate

Product 1

HCID 189476213-[n-(p-Chlorobenzyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoic acid

Procedure

The title compound was prepared by treating the ester from Step A with 2-(choromethyl)quinoline hydrochloride under the conditions of Step D and effecting hydrolysis under the conditions of Example 1 (Step B), m.p. 193°-194° C.

Workup

  1. customhydrolysis under the conditions of Example 1 (Step B), m.p. 193°-194° C.

Sources & evidence

ORD record
ord-2c2ec81b29a046feb5731ebbdd72ac2e
Source dataset
uspto-grants-1993_12
Patent number
US05272145

Reaction notes

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