HCID 118308170, compound → HCID 118308166, compound

HRID 1750558Notes

Reaction equation

HRID 1750558 reaction equation
[F:1][C:2]1([F:34])[CH2:6][CH:5]([N:7]([C@@H](C2C=CC=CC=2)C)C(=O)OCC2C=CC=CC=2)[CH:4]([NH:26][S:27]([C:30]([CH3:33])([CH3:32])[CH3:31])(=[O:29])=[O:28])[CH2:3]1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[NH2:7][CH:5]1[CH2:6][C:2]([F:1])([F:34])[CH2:3][CH:4]1[NH:26][S:27]([C:30]([CH3:33])([CH3:32])[CH3:31])(=[O:29])=[O:28]

Participants

5

Reactant 2

HCID 118308170HCID 118308170, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 118308166HCID 118308166, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of benzyl N-[4,4-difluoro-2-(2-methylpropane-2-sulfonamido)cyclopentyl]-N-[(1R)-1-phenylethyl]carbamate (130 mg, 0.26 mmol) and palladium hydroxide on carbon (20%, 100 mg, 0.14 mmol) in methanol (3.5 ml) was stirred under a balloon of hydrogen gas for 2 hours. The reaction was filtered through diatomaceous earth (commercially sold under the trade mark “Celite”) and concentrated in vacuo to afford the title compound.

Workup

  1. filtrationThe reaction was filtered through diatomaceous earth (
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7989df42bfcb4682ad435914e50a43ee
Source dataset
uspto-grants-2015_10
Patent number
US09156829B2

Reaction notes

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