Hydrochloric Acid → HCID 22175650, compound

HRID 1797558Notes

Reaction equation

HRID 1797558 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)=[CH:16][C:15]([O:26][CH2:27][C:28]([NH2:30])=[O:29])=[CH:14][CH:13]=2)(C)(C)C.[ClH:37]>C(OCC)(=O)C>[ClH:37].[NH2:7][CH2:8][C:9]1[N:10]([CH2:32][CH:33]([CH3:35])[CH3:34])[C:11](=[O:31])[C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=1)=[CH:16][C:15]([O:26][CH2:27][C:28]([NH2:30])=[O:29])=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22176287HCID 22176287, compound

Product 1

HCID 22175650HCID 22175650, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl[6-(2-amino-2-oxoethoxy)-4-(3-fluorophenyl)-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.15 g, 0.3 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 crystallized from ethyl acetate-diisopropyl ether to give 2-[[3-(aminomethyl)-4-(3-fluorophenyl)-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl]oxy]acetamide hydrochloride (0.12 g, 92.3%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customcrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-07856448854545a6ae4a1905e03d1913
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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