Hydrochloric Acid → 2-But-2-ynoyl-N-hydroxy-1,2,3,4-tetrahydroisoquinoline-7-carboxamide

HRID 2036870Notes

Reaction equation

HRID 2036870 reaction equation
[C:1]([N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([C:16]([NH:18][O:19]C3CCCCO3)=[O:17])=[CH:11][CH:12]=2)[CH2:7]1)(=[O:5])[C:2]#[C:3][CH3:4].Cl>CO>[C:1]([N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([C:16]([NH:18][OH:19])=[O:17])=[CH:11][CH:12]=2)[CH2:7]1)(=[O:5])[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866566062-but-2-ynoyl-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide

Product 1

HCID 442293472-But-2-ynoyl-N-hydroxy-1,2,3,4-tetrahydroisoquinoline-7-carboxamideYield 78%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 124 mg 2-but-2-ynoyl-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide, 6 ml methanol and 6 ml 0.1 N aqueous hydrochloric acid is stirred overnight at ambient temperature. The mixture is evaporated and the residue is treated with water and acetone. A colorless solid separates. After drying, 73 mg of the title compound are obtained. MH+=275.7

Workup

  1. customThe mixture is evaporated
  2. additionthe residue is treated with water and acetone
  3. customAfter drying

Sources & evidence

ORD record
ord-b36085de4303449289427bd715b1ef79
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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