Hydrochloric Acid → HCID 60206222, compound

HRID 1797691Notes

Reaction equation

HRID 1797691 reaction equation
[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[S:17][C:18]([C:22]([OH:24])=[O:23])=[C:19]([CH3:21])[N:20]=3)[CH:14]=2)[C:9](=[O:25])[N:8]([CH2:26][CH:27]([CH3:29])[CH3:28])[C:7]=1[CH2:30][NH:31]C(OC(C)(C)C)=O)[CH2:2][CH2:3][CH3:4].[ClH:39]>C(OCC)(=O)C>[ClH:39].[NH2:31][CH2:30][C:7]1[N:8]([CH2:26][CH:27]([CH3:28])[CH3:29])[C:9](=[O:25])[C:10]2[C:15]([C:6]=1[O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[CH:14][C:13]([C:16]1[S:17][C:18]([C:22]([OH:24])=[O:23])=[C:19]([CH3:21])[N:20]=1)=[CH:12][CH:11]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175672HCID 22175672, compound

Product 1

HCID 60206222HCID 60206222, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Butoxy-3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl)-4-methyl-1,3-thiazole-5-carboxylic acid (0.16 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 residue was crystallized from ethyl acetate to give 2-[3-(aminomethyl)-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl]-4-methyl-1,3-thiazole-5-carboxylic acid hydrochloride (0.13 g, 92.9%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-b630e2dcfdef4b89a53328f2fe97f5d7
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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