(S)-1-benzyloxycarbonyl-N-butyl-2-pyrrolidinecarboxamide → (S)-N-Butylpyrrolidine-2-carboxamide

HRID 64821Notes

Reaction equation

HRID 64821 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]([NH:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:17])=O)C1C=CC=CC=1>CO.[C].[Pd]>[CH2:19]([NH:18][C:16]([C@@H:12]1[CH2:13][CH2:14][CH2:15][NH:11]1)=[O:17])[CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 1

HCID 13564336(S)-1-benzyloxycarbonyl-N-butyl-2-pyrrolidinecarboxamide

Product 1

HCID 22691332(S)-N-Butylpyrrolidine-2-carboxamideYield 97.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 140 ml of methanol was dissolved 4.41 g of compound (30) and the compound was hydrogenated using 426 mg of 10% palladium-carbon as a catalyst. The catalyst was filtered off and the filtrate was concentrated to provide 2.41 g of (S)-N-butyl-2-pyrrolidinecarboxamide (31).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-14eea146932c4fd0bd21164926fea2ec
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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