5-Chloro-4-dimethylamino-2-methoxybenzoic acid → N-[1-(4-fluorobenzyl)-3-pyrrolidinyl]-5-chloro-4-dimethylamino-2-methoxybenzamide

HRID 2049199Notes

Reaction equation

HRID 2049199 reaction equation
[Cl:1][C:2]1[C:3]([N:13]([CH3:15])[CH3:14])=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:16][CH:17]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH2:18]1>>[F:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:22][N:19]2[CH2:20][CH2:21][CH:17]([NH:16][C:7](=[O:9])[C:6]3[CH:10]=[C:2]([Cl:1])[C:3]([N:13]([CH3:15])[CH3:14])=[CH:4][C:5]=3[O:11][CH3:12])[CH2:18]2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 110752025-Chloro-4-dimethylamino-2-methoxybenzoic acidHCID 162445731-[(4-Fluorophenyl)methyl]pyrrolidin-3-amine

Product 1

HCID 20344828N-[1-(4-fluorobenzyl)-3-pyrrolidinyl]-5-chloro-4-dimethylamino-2-methoxybenzamide

Procedure

Following the procedure set forth in general method A supra using 1.15 g. of 5-chloro-4-dimethylamino-2-methoxybenzoic acid and 1.07 g. of 3-amino-1-(4-fluorobenzyl)-pyrrolidine, 0.9 g. of N-[1-(4-fluorobenzyl)-3-pyrrolidinyl]-5-chloro-4-dimethylamino-2-methoxybenzamide was obtained.

Sources & evidence

ORD record
ord-9deef9de529b41ef9b0658daa4d48cf4
Source dataset
uspto-grants-1980_04
Patent number
US04197243

Reaction notes

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