N-{5-[3-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide → N-{5-[3-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide

HRID 876245Notes

Reaction equation

HRID 876245 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([C:9]2[CH:10]=[C:11]([NH:15][C:16](=[O:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:12]=[N:13][CH:14]=2)[CH:6]=[CH:7][CH:8]=1>C(O)(=O)C>[F:24][C:2]([F:1])([F:25])[C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([NH:15][C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:23])[CH2:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 66701292N-{5-[3-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide

Product 1

HCID 66701267N-{5-[3-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 840 mg (1.82 mmol) of N-{5-[3-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide in 100 ml of glacial acetic acid was reacted according to General Method 6A. The solution was concentrated under reduced pressure. The product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 700 mg

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customThe product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient)

Sources & evidence

ORD record
ord-31b0e3a16f834997a2d8c9fbf8810897
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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