Hydrochloric Acid → HCID 22176240, compound

HRID 1797701Notes

Reaction equation

HRID 1797701 reaction equation
C(OC([NH:8][CH2:9][C:10]1[N:11]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:12](=[O:34])[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]([O:26][C:27]([CH3:33])([CH3:32])[C:28]([O:30][CH3:31])=[O:29])=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:39]>C(OCC)(=O)C>[ClH:39].[NH2:8][CH2:9][C:10]1[N:11]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:12](=[O:34])[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]([O:26][C:27]([CH3:32])([CH3:33])[C:28]([O:30][CH3:31])=[O:29])=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175628HCID 22175628, compound

Product 1

HCID 22176240HCID 22176240, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 2-[(3-{[(tert-butoxycarbonyl)amino]methyl-}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]-2-methylpropanoate (0.16 g, 0.3 mmol) was dissolved in a solution of 4N hydrogen chloride in ethyl acetate (5 ml). The solution was stirred at room temperature for 1 h. The reaction was concentrated under reduced pressure, and the precipitated crystals were recrystallized from ethyl acetate-diisopropyl ether to give methyl 2-{[3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]oxy}-2-methylpropanoate hydrochloride(0.10 g, 71.4%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-f040ab602b8a4d818f4e3bd9b782b69c
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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