Hydrochloric Acid → HCID 22175683, compound

HRID 1797714Notes

Reaction equation

HRID 1797714 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:11](=[O:32])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:38]>C(OCC)(=O)C>[ClH:38].[NH2:7][CH2:8][C:9]1[N:10]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:11](=[O:32])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([O:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22176382HCID 22176382, compound

Product 1

HCID 22175683HCID 22175683, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[6-(benzyloxy)-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.15 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 1 h. The reaction mixture was concentrated under reduced pressure, and the precipitated crystals were recrystallized from ethyl acetate-diisopropyl ether to give 3-(aminomethyl)-6-(benzyloxy)-2-isobutyl-4-(2-thienyl)-1(2H)-isoquinolinone hydrochloride (0.11 g, 84.6%) as crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe precipitated crystals were recrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-df3b2e3fd6d64e5cbe75a2584dc5efdb
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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