Hydrochloric Acid → HCID 22175492, compound

HRID 1797567Notes

Reaction equation

HRID 1797567 reaction equation
C(OC([NH:8][CH2:9][C:10]1[N:11]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:12](=[O:31])[C:13]2[C:18]([C:19]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:17][C:16](/[CH:26]=[CH:27]/[C:28]([NH2:30])=[O:29])=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[NH2:8][CH2:9][C:10]1[N:11]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:12](=[O:31])[C:13]2[C:18]([C:19]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:17][C:16](/[CH:26]=[CH:27]/[C:28]([NH2:30])=[O:29])=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175202HCID 22175202, compound

Product 1

HCID 22175492HCID 22175492, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of (E)-3-[3-[[(tert-butoxycarbonyl)amino]methyl]-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-2-propenamide (0.24 g, 0.5 mmol) in ethyl acetate, (5 mL) was added a solution of 4N hydrogen chloride in ethyl acetate (5 mL), and the obtained solution was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure, and the precipitated crystals were recrystallized from methanol-diisopropyl ether to give (E)-3-[3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-2-propenamide hydrochloride (0.20 g, 95.2%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe precipitated crystals were recrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-6370e843e19c481a9ac525f4f5c09a27
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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