(S)-1-benzyloxycarbonyl-N-2-hydroxyethyl-2-pyrrolidinecarboxamide → (S)-N-(2-Hydroxyethyl)pyrrolidine-2-carboxamide

HRID 64832Notes

Reaction equation

HRID 64832 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][OH:21])=[O:17])=O)C1C=CC=CC=1>CO.[C].[Pd]>[OH:21][CH2:20][CH2:19][NH:18][C:16]([C@@H:12]1[CH2:13][CH2:14][CH2:15][NH:11]1)=[O:17]

Participants

4

Reactant 1

HCID 13564346(S)-1-benzyloxycarbonyl-N-2-hydroxyethyl-2-pyrrolidinecarboxamide

Product 1

HCID 12136434(S)-N-(2-Hydroxyethyl)pyrrolidine-2-carboxamideYield 99.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

In 70 ml of methanol was dissolved 5.92 g of compound (79) and the compound was catalytically reduced by an ordinary method using 10% palladium-carbon as a catalyst. After the reaction, the catalyst and the solvent were removed to provide 3.2 g of syrupy (S)-N-2-hydroxyethyl-2-pyrrolidinecarboxamide (53). The product was solidified when it was refrigerated.

Workup

  1. customAfter the reaction
  2. customthe catalyst and the solvent were removed

Sources & evidence

ORD record
ord-78a0030d60754c27bf06653ff5cdac70
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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