Hydrochloric Acid → HCID 10198614, compound

HRID 2298546Notes

Reaction equation

HRID 2298546 reaction equation
C(OC([C:11]1([NH2:25])[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]#[N:23])=[CH:18][CH:17]=2)[C:12]1=[O:24])=O)C1C=CC=CC=1.[ClH:26].[H][H]>CO.[Pd]>[ClH:26].[NH2:25][CH:11]1[CH2:15][CH2:14][N:13]([C:16]2[CH:17]=[CH:18][C:19]([C:22]#[N:23])=[CH:20][CH:21]=2)[C:12]1=[O:24]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 18386914HCID 18386914, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10198614HCID 10198614, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

50 g (0.15 mol) of 3-benzyloxycarbonyl-amino-1-(4-cyano-phenyl)-2-oxo-pyrrolidine are suspended in 600 ml of methanol, and 14.1 ml of 36% hydrochloric acid are added. After the addition of 2.5 g of 5% palladium on activated carbon, hydrogen is passed through at 45° C. After 40 minutes, the mixture is cooled, the catalyst is filtered off and the filtrate is concentrated to dryness. Recrystallisation from methanol/isopropanol yields 28.5 g (80%) of 3-amino-1-(4-cyanophenyl)-2-oxo-pyrrolidine hydrochloride.

Workup

  1. customis passed through at 45° C
  2. temperaturethe mixture is cooled
  3. filtrationthe catalyst is filtered off
  4. concentrationthe filtrate is concentrated to dryness
  5. customRecrystallisation from methanol/isopropanol

Sources & evidence

ORD record
ord-af1f0dfddc454509a3e8ba186118ab42
Source dataset
uspto-grants-2002_12
Patent number
US06492541B2

Reaction notes

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