HCID 67195591, compound → (2S)-2-[(Methanesulfonyl)methyl]pyrrolidine

HRID 1951713Notes

Reaction equation

HRID 1951713 reaction equation
C(OC([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[CH2:16][S:17]([CH3:20])(=[O:19])=[O:18])=O)C1C=CC=CC=1>C(O)C>[CH3:20][S:17]([CH2:16][C@@H:12]1[CH2:13][CH2:14][CH2:15][NH:11]1)(=[O:19])=[O:18]

Participants

3

Reactant 1

HCID 67195591HCID 67195591, compound

Product 1

HCID 54382408(2S)-2-[(Methanesulfonyl)methyl]pyrrolidineYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.86 g (2.9 mmol) (S)-2-methanesulfonylmethyl-pyrrolidine-1-carboxylic acid benzyl ester in 15 ml ethanol was deoxygenated by three cycles of evacuation and flushing with argon. After addition of 0.15 g palladium on charcoal (10%) the reaction vessel was evacuated and filled with hydrogen gas. The reaction mixture was stirred at room temperature under an atmosphere of hydrogen over night. Filtration over decalite and evaporation of the solvent in vacuo gave 0.44 g (93%) of the crude title compound as a light yellow oil.

Workup

  1. customflushing with argon
  2. additionAfter addition of 0.15 g palladium on charcoal (10%) the reaction vessel
  3. customwas evacuated
  4. additionfilled with hydrogen gas
  5. filtrationFiltration
  6. customover decalite and evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-189ff2aa8594466bb7a938bff4d925e0
Source dataset
uspto-grants-2013_03
Patent number
US08404708B2

Reaction notes

Loading…