Hydrochloric Acid → N-Hydroxy-2-(3-pyridin-3-ylpropanoyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide hydrochloride

HRID 2036861Notes

Reaction equation

HRID 2036861 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9]([N:11]2[CH2:20][CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:21]([NH:23][O:24]C4CCCCO4)=[O:22])[CH:17]=3)[CH2:12]2)=[O:10])[CH:2]=1.[ClH:31]>CO>[ClH:31].[OH:24][NH:23][C:21]([C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[CH2:12][N:11]([C:9](=[O:10])[CH2:8][CH2:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:20][CH2:19]2)=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 866565972-(3-pyridin-3-ylpropanoyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide

Product 1

HCID 86656596N-Hydroxy-2-(3-pyridin-3-ylpropanoyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 140 mg of 2-(3-pyridin-3-ylpropanoyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide, 1 ml methanol and 1.5 ml of an aqueous, 0.1 M HCl are stirred for 3 h. Additional 2 ml of a 2N aqueous HCl are added and the mixture is stirred overnight. The mixture is lyophilized. 117 mg of the title compound are obtained as colorless oil. MH+=326.1

Workup

  1. stirringthe mixture is stirred overnight

Sources & evidence

ORD record
ord-219e1d14d0e2410680b9c7242ac54d61
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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