Hydrogen chloride-ethyl acetate → 6-benzylamino-2-(4-carboxybenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester Hydrochloride

HRID 750262Notes

Reaction equation

HRID 750262 reaction equation
C(OC(=O)C)C.[ClH:7].[CH3:8][O:9][C:10]([C:12]1[N:13]([CH2:37][C:38]2[CH:43]=[CH:42][C:41]([C:44]([O:46]C(C)(C)C)=[O:45])=[CH:40][CH:39]=2)[C:14](=[O:36])[C:15]2[C:20]([C:21]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[CH:19][C:18]([NH:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[CH:17][CH:16]=2)=[O:11]>>[ClH:7].[CH3:8][O:9][C:10]([C:12]1[N:13]([CH2:37][C:38]2[CH:39]=[CH:40][C:41]([C:44]([OH:46])=[O:45])=[CH:42][CH:43]=2)[C:14](=[O:36])[C:15]2[C:20]([C:21]=1[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[CH:19][C:18]([NH:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[CH:17][CH:16]=2)=[O:11]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 691573446-benzylamino-2-(4-tert-butoxycarbonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

Product 1

HCID 691555736-benzylamino-2-(4-carboxybenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester Hydrochloride

Procedure

To 4N-hydrochloric acid ethyl acetate solution (6 ml) was added 6-benzylamino-2-(4-tert-butoxycarbonylbenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (300 mg), and the mixture was stirred at room temperature for 6 hrs. Crystals were collected by filtration to give the title compound (260 mg).

Workup

  1. filtrationCrystals were collected by filtration

Sources & evidence

ORD record
ord-3b35413b6d6b4091b0603d17793db017
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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