HCID 19829407, compound → HCID 19829436, compound

HRID 1493868Notes

Reaction equation

HRID 1493868 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][CH:12]([N:15]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[C:16](=[O:24])[C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:11][CH2:10]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)C>[ClH:1].[F:31][C:28]1[CH:29]=[CH:30][C:25]([N:15]([CH:12]2[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]2)[C:16](=[O:24])[C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)=[CH:26][CH:27]=1

Participants

4

Reactant 1

HCID 19829407HCID 19829407, compound

Product 1

HCID 19829436HCID 19829436, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

N-(1-Benzyl-4-piperidyl)-N-(4-fluorophenyl)-4-fluorobenzamide hydrochloride (3.2 g) in 95% strength ethanol (50 cc) is hydrogenated at 60° C. at atmospheric pressure in the presence of palladium hydroxide (0.5 g). After filtration through kieselguhr and concentration to dryness under reduced pressure (5.2 kPa), N-(4-fluorophenyl)-N-(4-piperidyl)-4-fluorobenzamide hydrochloride (2.3 g) is obtained in the form of a white powder, m.p. 170° C.

Workup

  1. filtrationAfter filtration
  2. concentrationthrough kieselguhr and concentration to dryness under reduced pressure (5.2 kPa)

Sources & evidence

ORD record
ord-9e2b576f16564775bf533d48dfb79a96
Source dataset
uspto-grants-1991_06
Patent number
US05025013

Reaction notes

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