Hydrochloric Acid → N-Hydroxy-2-(pyridin-3-ylacetyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide hydrochloride

HRID 2036872Notes

Reaction equation

HRID 2036872 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]([N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][C:14]([C:20]([NH:22][O:23]C4CCCCO4)=[O:21])=[CH:15][CH:16]=3)[CH2:11]2)=[O:9])[CH:2]=1.[ClH:30]>CO>[ClH:30].[OH:23][NH:22][C:20]([C:14]1[CH:13]=[C:12]2[C:17]([CH2:18][CH2:19][N:10]([C:8](=[O:9])[CH2:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH2:11]2)=[CH:16][CH:15]=1)=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866566092-(pyridin-3-ylacetyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide

Product 1

HCID 86656608N-Hydroxy-2-(pyridin-3-ylacetyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 140 mg 2-(pyridin-3-ylacetyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide in 6 ml methanol and 6 ml 0.1 N aqueous hydrochloric acid is stirred overnight at ambient temperature. Subsequently, the reaction mixture is evaporated. The residue is dissolved in a mixture of water and acetonitrile and lyophilized. 113 mg of the title compound are obtained as colorless solid. MH+=312.1

Workup

  1. customSubsequently, the reaction mixture is evaporated
  2. dissolutionThe residue is dissolved in a mixture of water and acetonitrile

Sources & evidence

ORD record
ord-38d66774103b4f7abb852ce441450b33
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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