Hydrochloric Acid → HCID 22176053, compound

HRID 1797716Notes

Reaction equation

HRID 1797716 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:11](=[O:25])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([OH:24])=[CH:14][CH:13]=2)(C)(C)C.[ClH:31]>C(OCC)(=O)C>[ClH:31].[NH2:7][CH2:8][C:9]1[N:10]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:11](=[O:25])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([OH:24])=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22176095HCID 22176095, compound

Product 1

HCID 22176053HCID 22176053, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[6-hydroxy-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.15 g, 0.35 mmol) was dissolved in a solution of 4N hydrogen chloride in ethyl acetate solution (5 ml.) The solution was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduce pressure, and the residue was crystallized from ethyl acetate-diisopropyl ether to give 3-(aminomethyl)-6-hydroxy-2-isobutyl-4-(2-thienyl)-1(2H)-isoquinolinone hydrochloride (0.10 g, 83.3%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-54c1808418484980946d312704c59734
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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