Hydrochloric Acid → HCID 22175771, compound

HRID 1797681Notes

Reaction equation

HRID 1797681 reaction equation
C(OC([NH:8][CH2:9][C:10]1[N:11]([CH2:38][CH:39]([CH3:41])[CH3:40])[C:12](=[O:37])[C:13]2[C:18]([C:19]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:17][C:16]([C:26]1[S:27][C:28]([C:32]([O:34][CH2:35][CH3:36])=[O:33])=[C:29]([CH3:31])[N:30]=1)=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:42]>C(OCC)(=O)C>[ClH:42].[NH2:8][CH2:9][C:10]1[N:11]([CH2:38][CH:39]([CH3:40])[CH3:41])[C:12](=[O:37])[C:13]2[C:18]([C:19]=1[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[CH:17][C:16]([C:26]1[S:27][C:28]([C:32]([O:34][CH2:35][CH3:36])=[O:33])=[C:29]([CH3:31])[N:30]=1)=[CH:15][CH:14]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175946HCID 22175946, compound

Product 1

HCID 22175771HCID 22175771, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 2-(3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)-4-methyl-1,3-thiazole-5-carboxylate (0.14 g, 0.5 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 methanol-diisopropyl ether to give ethyl 2-[3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]-4-methyl-1,3-thiazole-5-carboxylate hydrochloride (0.11 g, 91.7%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-01048d66278e45d88f2e1c1c3f0a99cc
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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