Hydrochloric Acid → HCID 53880546, compound

HRID 264885Notes

Reaction equation

HRID 264885 reaction equation
Cl.C([C@@H]1C(OC)=[N:9][C@@H:8]([CH2:13][C@@H:14]([CH:26]([CH3:28])[CH3:27])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][CH:17]=2)[C:7]([O:29]C)=N1)(C)C.[C:31]([O-])(O)=[O:32].[Na+]>C(#N)C>[CH3:31][O:32][C:7](=[O:29])[C@@H:8]([NH2:9])[CH2:13][C@@H:14]([CH:26]([CH3:27])[CH3:28])[CH2:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]([CH3:24])([CH3:23])[CH3:25])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22865737HCID 22865737, compound

Product 1

HCID 53880546HCID 53880546, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

With stirring at room temperature, 36 ml of 1N hydrochloric acid are added to a solution of 3.55 g of 2(R)-isopropyl-5(S)-[2(S)-isopropyl-3-(p-tert-butylphenyl)-propyl]-2,5-di-hydro-3,6-dimethoxy-pyrazine in 36 ml of acetonitrile and the mixture is then stirred for a further 3 hours. The reaction solution is then poured onto a mixture of 45 ml of saturated NaHCO3 solution and ice and the suspension is extracted with dichloromethane. The extracts are concentrated by evaporation and purified by FC (700 g of silica gel, eluant: dichloromethane/methanol/NH3 =200:10:1), yielding the title compound: Rf (dichloromethane/methanol/conc. ammonia=200:10:1)=0.70.

Workup

  1. stirringthe mixture is then stirred for a further 3 hours
  2. extractionthe suspension is extracted with dichloromethane
  3. concentrationThe extracts are concentrated by evaporation
  4. custompurified by FC (700 g of silica gel, eluant: dichloromethane/methanol/NH3 =200:10:1)

Sources & evidence

ORD record
ord-94b5f925018d4e74b69d012c3ef63aa7
Source dataset
uspto-grants-1997_07
Patent number
US05646143

Reaction notes

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