Hydrochloric Acid → HCID 22176108, compound

HRID 1797720Notes

Reaction equation

HRID 1797720 reaction equation
C(OC([NH:8][CH2:9][C:10]1[N:11]([CH2:30][CH:31]([CH3:33])[CH3:32])[C:12](=[O:29])[C:13]2[C:18]([C:19]=1[C:20]1[S:21][CH:22]=[CH:23][CH:24]=1)=[CH:17][C:16]([C:25]([O:27][CH3:28])=[O:26])=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:34]>C(OCC)(=O)C>[ClH:34].[NH2:8][CH2:9][C:10]1[N:11]([CH2:30][CH:31]([CH3:33])[CH3:32])[C:12](=[O:29])[C:13]2[C:18]([C:19]=1[C:20]1[S:21][CH:22]=[CH:23][CH:24]=1)=[CH:17][C:16]([C:25]([O:27][CH3:28])=[O:26])=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175915HCID 22175915, compound

Product 1

HCID 22176108HCID 22176108, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-6-isoquinolinecarboxylate (0.14 g, 0.3 mmol) was dissolved in a solution of 4N hydrogen chloride in ethyl acetate (5 ml). The solution was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from ethyl acetate-diisopropyl ether to give methyl 3-(aminomethyl)-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-6-isoquinolinecarboxylate hydrochloride (0.11 g, 91.7%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-e979161b70894c9ea397d250257899dd
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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