Hydrochloric Acid → HCID 22175263, compound

HRID 1797583Notes

Reaction equation

HRID 1797583 reaction equation
[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13](/[CH:16]=[CH:17]/[C:18]([NH2:20])=[O:19])[CH:14]=2)[C:9](=[O:21])[N:8]([CH2:22][C:23]([CH3:26])([CH3:25])[CH3:24])[C:7]=1[CH2:27][NH:28]C(OC(C)(C)C)=O)[CH2:2][CH2:3][CH3:4].[ClH:36]>C(OCC)(=O)C>[ClH:36].[NH2:28][CH2:27][C:7]1[N:8]([CH2:22][C:23]([CH3:24])([CH3:26])[CH3:25])[C:9](=[O:21])[C:10]2[C:15]([C:6]=1[O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[CH:14][C:13](/[CH:16]=[CH:17]/[C:18]([NH2:20])=[O:19])=[CH:12][CH:11]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175330HCID 22175330, compound

Product 1

HCID 22175263HCID 22175263, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of (E)-3-[4-butoxy-3-[[(tert-butoxycarbonyl)amino]methyl]-2-neopentyl-1-oxo-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-diethyl ether to give (E)-3-[3-(aminomethyl)-4-butoxy-2-neopentyl-1-oxo-1,2-dihydro-6-isoquinolinyl]-2-propenamide hydrochloride (0.19 g, 90.5%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-458135e12fa84ca8b0e22706322e1f61
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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