3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester → HCID 86714449, compound

HRID 1750241Notes

Reaction equation

HRID 1750241 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]2[C:17]([F:20])([F:19])[F:18])=[C:6]([N+:21]([O-])=O)[CH:5]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH:12]2[C:17]([F:20])([F:18])[F:19])=[C:6]([NH2:21])[CH:5]=1

Participants

4

Reactant 1

HCID 867144483-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester

Product 1

HCID 86714449HCID 86714449, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.63 g 3-Nitro-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester were dissolved in 25 ml methanol, 0.03 g of palladium on carbon (10%) were added and the mixture was hydrogenated at 5 bar for 16 h. The catalyst was removed by filtration over celite, the filtrate was concentrated to obtain 1.44 g (97%) of 3-Amino-4-(2-trifluoromethyl-cyclohexylamino)-benzoic acid methyl ester.

Workup

  1. customThe catalyst was removed by filtration over celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-eec625b33519442c8f260dde60b5deb7
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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