(R)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester → (R)-N-Cyclopropylpyrrolidine-2-carboxamide

HRID 1359698Notes

Reaction equation

HRID 1359698 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[C:16](=[O:21])[NH:17][CH:18]1[CH2:20][CH2:19]1)=O)C1C=CC=CC=1>CO.[Pd]>[CH:18]1([NH:17][C:16]([C@H:12]2[CH2:13][CH2:14][CH2:15][NH:11]2)=[O:21])[CH2:20][CH2:19]1

Participants

4

Reactant 1

HCID 69995760(R)-2-cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

Product 1

HCID 21139077(R)-N-Cyclopropylpyrrolidine-2-carboxamideYield 79.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(R)-2-Cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid benzyl ester (2.6 g) was hydrogenated using 5% Pd/C (260 mg) in methanol (25 mL). The filtrate was concentrated to give 1.1 g (79%) of (R)-pyrrolidine-2-carboxylic acid cyclopropylamide.

Workup

  1. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-16aeb5e646524d08bf250fb2624b4c7b
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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