4-Amino-5-chloro-2-methoxybenzoic acid → 4-amino-5-chloro-N-(1-(3-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)propyl)-pyrrolidin-3-ylmethyl)-2-methoxybenzamide

HRID 344350Notes

Reaction equation

HRID 344350 reaction equation
C(O[C:6]([NH:8][CH2:9][CH:10]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][N:18]2[C:26](=[O:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]2=[O:28])[CH2:11]1)=[O:7])(C)(C)C.[NH2:29][C:30]1[C:38]([Cl:39])=[CH:37][C:33](C(O)=O)=[C:32]([O:40][CH3:41])[CH:31]=1>>[NH2:29][C:30]1[C:38]([Cl:39])=[CH:37][C:33]([C:6]([NH:8][CH2:9][CH:10]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][N:18]3[C:26](=[O:27])[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:19]3=[O:28])[CH2:11]2)=[O:7])=[C:32]([O:40][CH3:41])[CH:31]=1

Participants

3

Reactant 2

HCID 816264-Amino-5-chloro-2-methoxybenzoic acidHCID 537857162-(3-(3-tert-butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione

Product 1

HCID 540884074-amino-5-chloro-N-(1-(3-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)propyl)-pyrrolidin-3-ylmethyl)-2-methoxybenzamide

Procedure

2-(3-(3-tert-Butoxycarbonylaminomethylpyrrolidin-1-yl)propyl)-2,3-dihydro-1 H-isoindole-1,3-dione (1 g) as starting compound was reacted and treated in the same manner as in Example 67 using 4-amino-5-chloro-2-methoxybenzoic acid (0.50 g) to give 4-amino-5-chloro-N-(1-(3-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)propyl)-pyrrolidin-3-ylmethyl)-2-methoxybenzamide.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-f07564b9609c4f55bdbe9f1548d25019
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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