HCID 18427827, compound → HCID 18427819, compound

HRID 1279656Notes

Reaction equation

HRID 1279656 reaction equation
C([N:8]1[CH2:12][CH:11]([C:13]2([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][C:15]([F:18])([F:17])[CH2:14]2)[CH2:10][C:9]1=O)C1C=CC=CC=1>C(O)C.[Pd]>[C:23]([O:22][C:20]([NH:19][C:13]1([CH:11]2[CH2:10][CH2:9][NH:8][CH2:12]2)[CH2:14][C:15]([F:17])([F:18])[CH2:16]1)=[O:21])([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 1

HCID 18427827HCID 18427827, compound

Product 1

HCID 18427819HCID 18427819, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 317 mg (0.87 mmol) portion of 1-benzyl-3-[3-(tert-butoxycarbonylamino)-1,1-difluorocyclobutan-3-yl]pyrrolidine (Isomer F1) was dissolved in 20 ml of ethanol to which was subsequently added 350 mg of 10% palladium on carbon catalyst. The thus prepared mixture was stirred for 2 hours under irradiation of light and under a hydrogen pressure of 4 atmospheres. After removal of the catalyst by filtration, the solvent was evaporated under a reduced pressure to give 239 mg (quantitative) of the title compound. The thus obtained compound was used in the following reaction without purification.

Workup

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. customthe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-43cd48b8d1614e6da5e5358b79ccad38
Source dataset
uspto-grants-2002_09
Patent number
US06448266B1

Reaction notes

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