HCID 87212325, compound → HCID 58123670, compound

HRID 1519204Notes

Reaction equation

HRID 1519204 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-370bb2d2021a4cccba0e35becf1f9bd9
Source dataset
uspto-grants-2015_07
Patent number
US09073870B2

Reaction notes

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