Hydrochloric Acid → HCID 22176242, compound

HRID 1797695Notes

Reaction equation

HRID 1797695 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[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[S:25][C:26]([C:30]#[N:31])=[C:27]([CH3:29])[N:28]=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]([CH3:35])[CH3:36])[C:11](=[O:32])[C:12]2[C:17]([C:18]=1[O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:16][C:15]([C:24]1[S:25][C:26]([C:30]#[N:31])=[C:27]([CH3:29])[N:28]=1)=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175204HCID 22175204, compound

Product 1

HCID 22176242HCID 22176242, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[4-butoxy-6-(5-cyano-4-methyl-1,3-thiazol-2-yl)-2-isobutyl-1-oxo-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.21 g, 0.4 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-diisopropyl ether to give 2-[3-(aminomethyl)-4-butoxy-2-isobutyl-1-oxo-1,2-dihydro-6-isoquinolinyl]-4-methyl-1,3-thiazole-5-carbonitrile hydrochloride (0.17 g, 94.4%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-0113127437b14bc69785ddce40dc3896
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

Loading…