Hydrochloric Acid → N6-Hydroxy-N2-(3-methoxypropyl)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamide

HRID 2036859Notes

Reaction equation

HRID 2036859 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]([NH:21][O:22]C3CCCCO3)=[O:20])[CH:15]=2)[CH2:10]1)=[O:8].Cl>CO>[OH:22][NH:21][C:19]([C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([C:7]([NH:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])=[O:8])[CH2:18][CH2:17]2)=[O:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86656594N2-(3-methoxypropyl)-N6-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamide

Product 1

HCID 44230392N6-Hydroxy-N2-(3-methoxypropyl)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamideYield 81.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 180 mg of N2-(3-methoxypropyl)-N6-(tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroisoquinoline-2,6(1H)-dicarboxamide in 4 ml methanol and 6 ml of an aqueous 0.1 N HCl is stirred overnight at ambient temperature and evaporated. The residue is dissolved in acetonitrile and water and lyophilized. 115 mg of the title compound are obtained. MH+=308.2

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in acetonitrile

Sources & evidence

ORD record
ord-24563de0b55948c9b04b76596b2c65b3
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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