2-Fluoro-4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile → 2-Fluoro-4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzylamine

HRID 1428203Notes

Reaction equation

HRID 1428203 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=2[C:19]([F:22])([F:21])[F:20])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]>N.[Ni]>[F:1][C:2]1[CH:9]=[C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=2[C:19]([F:20])([F:21])[F:22])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5]

Participants

4

Reactant 1

HCID 667656782-Fluoro-4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile

Product 1

HCID 667658162-Fluoro-4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzylamineYield 99%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

2-fluoro-4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile (2.85 g, 9.19 mmol) was hydrogenated in 40 mL saturated methanolic ammonia solution after the addition of 300 mg of Raney nickel at ambient temperature. After the catalyst had been filtered off and the mixture evaporated down the product was obtained in a yield of 99% of theory.

Workup

  1. filtrationAfter the catalyst had been filtered off
  2. customthe mixture evaporated down the product
  3. customwas obtained in a yield of 99% of theory

Sources & evidence

ORD record
ord-d714d3e37a9547038799af71c6bf0b43
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

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