HCID 18427814, compound → HCID 18427799, compound

HRID 1279666Notes

Reaction equation

HRID 1279666 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16][CH:15]([F:17])[CH2:14]2)[CH2:9]1)C1C=CC=CC=1>C(O)C.[Pd]>[C:22]([O:21][C:19]([NH:18][C:13]1([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH2:16][CH:15]([F:17])[CH2:14]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Participants

4

Reactant 1

HCID 18427814HCID 18427814, compound

Product 1

HCID 18427799HCID 18427799, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 145 mg (0.416 mmol) portion of 1-benzyl-3-[3-(tert-butoxycarbonylamino)-1-fluorocyclobutan-3-yl]pyrrolidine (Isomer A) was dissolved in 10 ml of ethanol to which was subsequently added 150 mg of 10% palladium on carbon catalyst. The thus prepared mixture was stirred for 1.5 hours under irradiation of light and under a hydrogen pressure of 3.5 atmospheres. After removal of the catalyst by filtration, the solvent was evaporated under a reduced pressure to give 117 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-b0795f0ca9d949d99c0fef42b56f5d45
Source dataset
uspto-grants-2002_09
Patent number
US06448266B1

Reaction notes

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