HCID 178418361, compound → HCID 178492296, compound

HRID 538051Notes

Reaction equation

HRID 538051 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][NH:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=2[N+:21]([O-])=O)[CH2:7][CH2:6]1)=[O:4].[H][H]>[Pd]>[CH3:1][O:2][C:3]([C@H:5]1[CH2:6][CH2:7][C@H:8]([CH2:11][NH:12][C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=2[NH2:21])[CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178492437HCID 178492437, compound

Product 1

HCID 178492296HCID 178492296, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

trans-4-[(5-Methoxy-2-nitro-phenylamino)-methyl]cyclohexane carboxylic acid methyl ester (800 mg, 2.48 mmol) was dissolved in 10 ml of EtAc mixed with 80 mg of Pd/C (10%, wet) and transferred in a Eyela reactor. The mixture was left overnight under 5 bar of hydrogen, then the solution was filtered through cellulose and the solvent removed under reduced pressure to give the titled compound as a brown solid. (700 mg, yield=96%)

Workup

  1. filtrationthe solution was filtered through cellulose
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-f7a538bf3e204f17af53976e0e54f871
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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