Hydrochloric Acid → HCID 135788478, compound

HRID 1797670Notes

Reaction equation

HRID 1797670 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:31][CH:32]([CH3:34])[CH3:33])[C:11](=[O:30])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[NH:28][C:27](=[O:29])[O:26][N:25]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[NH2:7][CH2:8][C:9]1[N:10]([CH2:31][CH:32]([CH3:33])[CH3:34])[C:11](=[O:30])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[NH:28][C:27](=[O:29])[O:26][N:25]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136376436HCID 136376436, compound

Product 1

HCID 135788478HCID 135788478, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[4-butoxy-2-isobutyl-1-oxo-6-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.44 g, 0.9 mmol) was dissolved in a solution of 4N hydrogen chloride in ethyl acetate (10 ml) and the mixture was stirred at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the obtained crystals were recrystallized from methanol-diethyl ether to give 3-(aminomethyl)-4-butoxy-2-isobutyl-6-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1(2H)-isoquinolinone hydrochloride (0.36 g, 94.7%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-4c4883cec11e4bda9c622131b6ed4da1
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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