HCID 59026173, compound → HCID 9991385, compound

HRID 639110Notes

Reaction equation

HRID 639110 reaction equation
[CH3:1][C:2]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])([C@H:4]1[CH2:8][CH2:7][N:6](CC2C=CC=CC=2)[CH2:5]1)[CH3:3]>CO.[Pd]>[CH3:3][C:2]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])([C@H:4]1[CH2:8][CH2:7][NH:6][CH2:5]1)[CH3:1]

Participants

4

Reactant 1

HCID 59026173HCID 59026173, compound

Product 1

HCID 9991385HCID 9991385, compoundYield 114.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1,1-dimethylethyl {1-methyl-1-[(3S)-1-(phenylmethyl)-3-pyrrolidinyl]ethyl}carbamate (5.85 g, 18.4 mmol) in MeOH (100 mL) was added Pd/C (5 g, 10%). The suspension was hydrogenated at 50 psi of H using a Parr shaker. After 24 h, the mixture was filtered and washed several times with MeOH. The filtrate was concentrated to afford the title compound (4.8 g, quantit.) as an oil, which was used without further purification: LC/MS (ES) m/e 229 (M+H)+.

Workup

  1. filtrationthe mixture was filtered
  2. washwashed several times with MeOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-3eddc98fe1b84556889b6902007e2204
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

Loading…