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

HRID 2036867Notes

Reaction equation

HRID 2036867 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([N:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:20]([NH:22][O:23]C3CCCCO3)=[O:21])[CH:16]=2)[CH2:11]1)=[O:9].[ClH:30]>CO>[ClH:30].[OH:23][NH:22][C:20]([C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[CH2:11][N:10]([C:8](=[O:9])[CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[CH2:19][CH2:18]2)=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866565912-(pyridin-2-ylacetyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide

Product 1

HCID 86656590N-Hydroxy-2-(pyridin-2-ylacetyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 75 mg of 2-(pyridin-2-ylacetyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide, 6 ml methanol and 6 ml of an aqueous, 0.1 N hydrochloric acid is stirred overnight at ambient temperature. The reaction mixture is evaporated and the residue is dissolved in a mixture of 2 ml water and 2 ml acetonitrile and lyophilized. 75 mg of the title compound are obtained as colorless solid. MH+=312.1

Workup

  1. customThe reaction mixture is evaporated
  2. dissolutionthe residue is dissolved in a mixture of 2 ml water and 2 ml acetonitrile

Sources & evidence

ORD record
ord-3ee5d977f66f4084889a6ad03129b0dc
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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