Hydrochloric Acid → HCID 22175373, compound

HRID 1797511Notes

Reaction equation

HRID 1797511 reaction equation
[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]([NH2:18])=[O:17])[CH:14]=2)[C:9](=[O:19])[N:8]([CH2:20][CH:21]2[CH2:23][CH2:22]2)[C:7]=1[CH2:24][NH:25]C(OC(C)(C)C)=O)[CH2:2][CH2:3][CH3:4].[ClH:33]>C(OCC)(=O)C>[ClH:33].[NH2:25][CH2:24][C:7]1[N:8]([CH2:20][CH:21]2[CH2:22][CH2:23]2)[C:9](=[O:19])[C:10]2[C:15]([C:6]=1[O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[CH:14][C:13]([C:16]([NH2:18])=[O:17])=[CH:12][CH:11]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175569HCID 22175569, compound

Product 1

HCID 22175373HCID 22175373, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 4-butoxy-3-[[(tert-butoxycarbonyl)amino]methyl]-2-cyclopropylmethyl-1-oxo-1,2-dihydro-6-isoquinolinecarboxamide (0.27 g, 0.6 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 1 h. The reaction mixture was concentrated under reduced pressure, and the precipitated crystals were recrystallized from methanol-diethyl ether to give 3-(aminomethyl)-4-butoxy-2-cyclopropylmethyl-1-oxo-1,2-dihydro-6-isoquinolinecarboxamide hydrochloride (0.21 g, 91.3%) 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-0c15776e274042dd9d9dcb322342388f
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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