Hydrochloric Acid → HCID 67252821, compound

HRID 2042124Notes

Reaction equation

HRID 2042124 reaction equation
[NH:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][C:10]2=[O:13])=[CH:5][CH:4]=1)[NH2:2].[CH3:14][C:15]([CH3:22])([CH3:21])[C:16](=O)[CH2:17][C:18]#[N:19].[ClH:23]>CCO>[ClH:23].[NH2:19][C:18]1[N:1]([C:3]2[CH:12]=[C:11]3[C:6]([CH2:7][CH2:8][NH:9][C:10]3=[O:13])=[CH:5][CH:4]=2)[N:2]=[C:16]([C:15]([CH3:22])([CH3:21])[CH3:14])[CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 55279852HCID 55279852, compound

Product 1

HCID 67252821HCID 67252821, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7-hydrazino-3,4-dihydro-2H-isoquinolin-1-one (8.0 g, 37.6 mmol) and 4,4-dimethyl-3-oxo-pentanenitrile (5.64 g, 45 mmol) in EtOH (100 mL) and conc. HCl (10 mL) was heated at reflux overnight. After removal of the solvent, the residue was washed with ether to afford 7-(5-amino-3-t-butyl-pyrazol-1-yl)-3,4-dihydro-2H-isoquinolin-1-one hydrochloride as a yellow solid (11.5 g, 96% yield), which was used without further purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. customAfter removal of the solvent
  4. washthe residue was washed with ether

Sources & evidence

ORD record
ord-3f606a3b2c95460f94591846c4125643
Source dataset
uspto-grants-2013_11
Patent number
US08586565B2

Reaction notes

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