Hydrogen chloride-ethyl acetate → HCID 22175486, compound

HRID 1797747Notes

Reaction equation

HRID 1797747 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[N:10]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:11](=[O:28])[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]([CH2:25][C:26]#[N:27])=[CH:14][CH:13]=2)(C)(C)C.C(OC(=O)C)C.[ClH:40]>C(OCC)(=O)C>[ClH:40].[NH2:7][CH2:8][C:9]1[N:10]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:11](=[O:28])[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]([CH2:25][C:26]#[N:27])=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 22175979HCID 22175979, compound

Product 1

HCID 22175486HCID 22175486, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl[6-(cyanomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinyl]methylcarbamate (0.13 g, 0.29 mmol) in ethyl acetate (4 mL) was added a 4N hydrogen chloride ethyl acetate solution (1 mL), and the mixture was stirred at room temperature for 12 h. The reaction was concentrated under reduced pressure, and the residue was crystallized from diisopropyl ether and washed with diisopropyl ether (5 mL×2) to give [3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl]acetonitrile hydrochloride (0.096 g, 88%) as a pale yellow powder.

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthe residue was crystallized from diisopropyl ether
  3. washwashed with diisopropyl ether (5 mL×2)

Sources & evidence

ORD record
ord-f94e9f9276e84053a819e793649be1fd
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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