Ammonium formate → (4-Amino-3-methyl-cyclohexylmethyl)-phenyl-amine

HRID 2391025Notes

Reaction equation

HRID 2391025 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH:10]1[CH3:23])C1C=CC=CC=1.C([O-])=O.[NH4+]>CCO.[Pd]>[NH2:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH:10]1[CH3:23]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 67185307HCID 67185307, compound

Product 1

HCID 67185375(4-Amino-3-methyl-cyclohexylmethyl)-phenyl-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(4-Benzylamino-3-methyl-cyclohexylmethyl)-phenyl-amine (160 mg, 0.52 mmol) and ammonium formate (164 mg, 2.60 mmol) in EtOH (5 mL) is treated with 10% Pd/C (30 mg) and heated at reflux for 2 hours. The Pd/C is removed by filtration and washed with MeOH. The filtrate is concentrated in vacuo to afford the title compound which is used without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. customThe Pd/C is removed by filtration
  4. washwashed with MeOH
  5. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-86867a20c88741c9a14d504cfa8dca58
Source dataset
uspto-grants-2012_09
Patent number
US08273900B2

Reaction notes

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