HCID 57636266, compound → HCID 57636267, compound

HRID 1750217Notes

Reaction equation

HRID 1750217 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[C:6]([N+:18]([O-])=O)[CH:5]=1>C(OCC)(=O)C.CO.[Pd]>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]2)=[C:6]([NH2:18])[CH:5]=1

Participants

5

Reactant 1

HCID 57636266HCID 57636266, compound

Product 1

HCID 57636267HCID 57636267, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

12.00 g 4-(Cyclohexylmethyl-amino)-3-nitro-benzoic acid methyl ester were dissolved in 75 ml ethyl acetate and 75 ml methanol, 0.45 g of palladium on carbon (10%) were added and the mixture was hydrogenated at 5 bar for 4 h. The catalyst was removed by filtration over celite, the filtrate was concentrated and after precipitation with cyclohexane 12.00 g (93%) of 3-Amino-4-(cyclohexylmethyl-amino)-benzoic acid methyl ester were obtained.

Workup

  1. customThe catalyst was removed by filtration over celite
  2. concentrationthe filtrate was concentrated
  3. customafter precipitation with cyclohexane 12.00 g (93%) of 3-Amino-4-(cyclohexylmethyl-amino)-benzoic acid methyl ester
  4. customwere obtained

Sources & evidence

ORD record
ord-5ed841d7e4984ad0901cf28d670f8ba1
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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