HCID 53657270, compound → HCID 54084742, compound

HRID 258848Notes

Reaction equation

HRID 258848 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N+:26]([O-])=O)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[H][H]>[Ni].CO>[NH2:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[NH:19][CH2:18][CH2:17][CH2:16][N:13]1[CH2:12][CH2:11][CH:10]([C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[O:9])[CH2:15][CH2:14]1

Participants

5

Reactant 2

HCID 53657270HCID 53657270, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54084742HCID 54084742, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 27 parts of (4-fluorophenyl) [1-{3-[(2-nitrophenyl)amino]propyl}-4-piperidinyl]methanone in 400 parts of methanol is hydrogenated at normal pressure and at room temperature with 5 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off over hyflo and the filtrate is evaporated, yielding 25 parts (100%) of [1-{3-[(2-aminophenyl)amino]-propyl}-4-piperidinyl] (4-fluorophenyl)methanone as a residue.

Workup

  1. filtrationthe catalyst is filtered off over hyflo
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-ac3ab6688a1a49bd9c694020c7d1ec79
Source dataset
uspto-grants-1977_07
Patent number
US04035369

Reaction notes

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