(R)-Benzyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate → (R)-Pyrrolidin-2-YL-pyrrolidin-1-YL-methanone

HRID 1359741Notes

Reaction equation

HRID 1359741 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@@H:12]1[C:16]([N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)=[O:17])=O)C1C=CC=CC=1>CO.[Pd]>[N:18]1([C:16]([C@H:12]2[CH2:13][CH2:14][CH2:15][NH:11]2)=[O:17])[CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

4

Reactant 1

HCID 667614(R)-Benzyl 2-(pyrrolidine-1-carbonyl)pyrrolidine-1-carboxylate

Product 1

HCID 10034997(R)-Pyrrolidin-2-YL-pyrrolidin-1-YL-methanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(R)-2-(pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid benzyl ester was hydrogenated using Pd/C in methanol at rt for 20 hours to give pyrrolidin-1-yl-(R)-pyrrolidin-2-yl-methanone.

Workup

  1. customat rt
  2. customfor 20 hours

Sources & evidence

ORD record
ord-8ce7a5ee3fe64a599e26134685ec6fe1
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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