Hydrochloric Acid → 2-(Cyclobutylcarbonyl)-N-hydroxy-1,2,3,4-tetrahydroisoquinoline-6-carboxamide

HRID 2036857Notes

Reaction equation

HRID 2036857 reaction equation
[CH:1]1([C:5]([N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:17]([NH:19][O:20]C4CCCCO4)=[O:18])[CH:13]=3)[CH2:8]2)=[O:6])[CH2:4][CH2:3][CH2:2]1.Cl>O.CO>[CH:1]1([C:5]([N:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:17]([NH:19][OH:20])=[O:18])[CH:13]=3)[CH2:8]2)=[O:6])[CH2:2][CH2:3][CH2:4]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 866565922-(cyclobutylcarbonyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide

Product 1

HCID 442303902-(Cyclobutylcarbonyl)-N-hydroxy-1,2,3,4-tetrahydroisoquinoline-6-carboxamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

160 mg of 2-(cyclobutylcarbonyl)-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide and 2 ml of a 0.1M solution of HCl in water in 2 ml methanol are stirred overnight at ambient temperature. The reaction mixture is evaporated and the residue is treated with acetonitrile. 53 mg of nearly colorless crystals are obtained. MH+=275.1

Workup

  1. customThe reaction mixture is evaporated
  2. additionthe residue is treated with acetonitrile
  3. custom53 mg of nearly colorless crystals are obtained

Sources & evidence

ORD record
ord-ecee488d377c4878a3ac5053e5573711
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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