Ammonia → 1-(Phenylmethyl)-4-[3-(trifluoromethyl)phenyl]-4-piperidinemethanamine

HRID 1993295Notes

Reaction equation

HRID 1993295 reaction equation
Cl.[CH2:2]([N:9]1[CH2:14][CH2:13][C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)([C:15]#[N:16])[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N>CO.[Ni]>[CH2:2]([N:9]1[CH2:14][CH2:13][C:12]([CH2:15][NH2:16])([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:24])[F:25])[CH:18]=2)[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 67541581HCID 67541581, compound

Product 1

HCID 179670071-(Phenylmethyl)-4-[3-(trifluoromethyl)phenyl]-4-piperidinemethanamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.5 g of the compound obtained in step C of Preparation 1.4, 0.15 g of Raney® nickel and 5 ml of ammonia in 20 ml of MeOH is hydrogenated overnight at AT and under atmospheric pressure. The catalyst is filtered off and the filtrate is concentrated under vacuum. This gives 1.45 g of the expected product.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated under vacuum

Sources & evidence

ORD record
ord-71ec24a7dc974e398a21c2fd42a5f10e
Source dataset
uspto-grants-2010_01
Patent number
US07652011B2

Reaction notes

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