Hydrochloric Acid → HCID 22175736, compound

HRID 1797467Notes

Reaction equation

HRID 1797467 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:11](=[O:25])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][CH:15]=[C:14]([F:24])[CH:13]=2)(C)(C)C.[ClH:32]>C(OCC)(=O)C>[ClH:32].[NH2:7][CH2:8][C:9]1[N:10]([CH2:26][C:27]([CH3:28])([CH3:30])[CH3:29])[C:11](=[O:25])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][CH:15]=[C:14]([F:24])[CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22176171HCID 22176171, compound

Product 1

HCID 22175736HCID 22175736, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of tert-butyl(4-butoxy-7-fluoro-2-neopentyl-1-oxo-1,2-dihydro-3-isoquinolinyl)methylcarbamate (1.74 g, 4 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 3-(aminomethyl)-4butoxy-7-fluoro-2-neopentyl-1(2H)-isoquinolinone hydrochloride (1.42 g, 95.9%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customrecrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-8be44c33348e4df7b4c63b234fb503c4
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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