Sodium Hydroxide → 3-Oxo-2-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-H-isoindole-5-carboxylic acid

HRID 582687Notes

Reaction equation

HRID 582687 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([CH2:14][CH2:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[C:8]2=[O:23])=[O:4].[OH-].[Na+]>CO>[O:23]=[C:8]1[C:7]2[C:11](=[CH:12][CH:13]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=2)[CH2:10][N:9]1[CH2:14][CH2:15][NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 691775523-oxo-2-[2-(pyridin-2-ylamino)-ethyl]2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester

Product 1

HCID 229994893-Oxo-2-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-H-isoindole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A methanol solution (50 ml) of 4-2 (2.6 g, 8.4 mmol) and 1 N NaOH (25.2 mL, 25.2 mmol) was stirred under ambient conditions for 18 h. The reaction was concentrated and the residue acidifed with 1 M NaHSO4 solution to provide 4-3 as a colorless solid.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-e6677f2eec144e239f44519e30ffa4d9
Source dataset
uspto-grants-1999_07
Patent number
US05925655

Reaction notes

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