Hydrochloric Acid → HCID 22175742, compound

HRID 1797726Notes

Reaction equation

HRID 1797726 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:11](=[O:26])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([C:24]#[N:25])=[CH:14][CH:13]=2)(C)(C)C.[ClH:32]>C(OCC)(=O)C>[ClH:32].[NH2:7][CH2:8][C:9]1[N:10]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:11](=[O:26])[C:12]2[C:17]([C:18]=1[C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)=[CH:16][C:15]([C:24]#[N:25])=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22175580HCID 22175580, compound

Product 1

HCID 22175742HCID 22175742, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-butyl[6-cyano-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.17 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 was concentrated under reduced pressure, and the residue was crystallized from ethyl acetate diisopropyl ether to give 3-(aminomethyl)-2-isobutyl-1-oxo-4-(2-thienyl)-1,2-dihydro-6-isoquinolinecarbonitrile hydrochloride (0.14 g, 93.3%) as crystals.

Workup

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

Sources & evidence

ORD record
ord-3ea8159c46d941b7807a6c031de273be
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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