Ammonia → (6-Aminomethyl-pyridin-3-yl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

HRID 1428217Notes

Reaction equation

HRID 1428217 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]#[N:17])=[N:14][CH:15]=2)=[C:5]([C:18]([F:21])([F:20])[F:19])[CH:4]=1.N>CO.[Ni]>[NH2:17][CH2:16][C:13]1[N:14]=[CH:15][C:10]([NH:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[C:18]([F:21])([F:19])[F:20])=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 680260235-(4-Methoxy-2-trifluoromethyl-phenylamino)-pyridine-2-carbonitrile

Product 1

HCID 66616894(6-Aminomethyl-pyridin-3-yl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Analogously to Example 4b, 5-(4-methoxy-2-trifluoromethyl-phenylamino)-pyridine-2-carbonitrile (1.71 mmol) was hydrogenated in a 7N solution of ammonia in methanol (30 mL) with the addition of Raney nickel at ambient temperature. After the catalyst had been filtered off and the solvent distilled off, the crude product thus obtained was further reacted without purification.

Workup

  1. filtrationAfter the catalyst had been filtered off
  2. distillationthe solvent distilled off

Sources & evidence

ORD record
ord-368e1ea31f7f4c3ea98a984a1d974200
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

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