HCID 87212325, compound → HCID 58123670, compound

HRID 1616667Notes

Reaction equation

HRID 1616667 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]([N:5]1[CH2:12][CH2:11][C@:10]2([CH3:16])[C:13]([CH3:15])([CH3:14])[C@H:6]1[CH2:7][C:8]1[CH:20]=[C:19]([N+:21]([O-])=O)[C:18]([N+:24]([O-])=O)=[CH:17][C:9]=12)=[O:4]>[Pd].CO>[NH2:24][C:18]1[C:19]([NH2:21])=[CH:20][C:8]2[CH2:7][C@@H:6]3[C:13]([CH3:14])([CH3:15])[C@:10]([CH3:16])([C:9]=2[CH:17]=1)[CH2:11][CH2:12][N:5]3[C:3](=[O:4])[C:2]([F:28])([F:1])[F:27]

Participants

4

Reactant 1

HCID 87212325HCID 87212325, compound

Product 1

HCID 58123670HCID 58123670, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 10% palladium on carbon (300 mg) and 2,2,2-trifluoro-1-[(2R,6S)-6,11,11-trimethyl-8,9-dinitro-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocin-3-yl]-ethanone (330 mg) in methanol (5 mL) is shaken under hydrogen atmosphere at room temperature for 2 h. Then, the catalyst is separated by filtration and the solvent is removed under reduced pressure to give the crude title compound that is used without further purification.

Workup

  1. customThen, the catalyst is separated by filtration
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-e74dd95619e24842978984dc53a142af
Source dataset
uspto-grants-2014_07
Patent number
US08765780B2

Reaction notes

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