Hydrochloric Acid → HCID 22175904, compound

HRID 1797685Notes

Reaction equation

HRID 1797685 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:11](=[O:34])[C:12]2[C:17]([C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:16][C:15]([C:25]1[S:26][C:27]([C:31]([NH2:33])=[O:32])=[C:28]([CH3:30])[N:29]=1)=[CH:14][CH:13]=2)(C)(C)C.[ClH:40]>C(OCC)(=O)C>[ClH:40].[NH2:7][CH2:8][C:9]1[N:10]([CH2:35][CH:36]([CH3:38])[CH3:37])[C:11](=[O:34])[C:12]2[C:17]([C:18]=1[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[CH:16][C:15]([C:25]1[S:26][C:27]([C:31]([NH2:33])=[O:32])=[C:28]([CH3:30])[N:29]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175193HCID 22175193, compound

Product 1

HCID 22175904HCID 22175904, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl{6-[5-(aminocarbonyl)-4-methyl-1,3-thiazol-2-yl]-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl}methylcarbamate (0.14 g, 0.25 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 was concentrated under reduced pressure, and the resulting crystals were recrystallized from methanol-ethyl acetate to give 2-[3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-4-methyl-1,3-thiazole-5-carboxamide hydrochloride (0.11 g, 91.7%) as crystals.

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthe resulting crystals were recrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-7b30332f5c40494b9c0d584880757495
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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