HCID 68861190, compound → HCID 68861456, compound

HRID 446121Notes

Reaction equation

HRID 446121 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@:9]1([CH2:23][F:24])[CH:13]([CH3:14])[CH2:12][N:11]([C@@H](C2C=CC=CC=2)C)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[C].[Pd].[H][H]>[C:1]([O:5][C:6]([NH:8][C@@:9]1([CH2:23][F:24])[CH:13]([CH3:14])[CH2:12][NH:11][CH2:10]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 1

HCID 68861190HCID 68861190, compound

Product 1

HCID 68861456HCID 68861456, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of (3S)-3-(tert-butoxycarbonylamino)-3-fluoromethyl-4-methyl-1-[(1R)-1-phenylethyl]pyrrolidine (200 mg, 0.594 mmol) in ethanol (12 mL) was added 10% palladium-carbon catalyst (containing 52.8% water, 200 mg), and the suspension was stirred in an oil bath at 40° C. for 2 hours in hydrogen gas atmosphere. After removing the catalyst by filtration, the solvent was removed by distillation under reduced pressure to obtain 150 mg (quantitative) of the crude title compound as a white solid.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-7537f17088eb4c73b05e3fe906f82c82
Source dataset
uspto-grants-2013_07
Patent number
US08476429B2

Reaction notes

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