N-{5-[4-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide → N-{5-[4-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide

HRID 876247Notes

Reaction equation

HRID 876247 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][C:6]([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:5][CH:4]=1>C(O)(=O)C>[F:24][C:2]([F:1])([F:25])[C:3]1[CH:4]=[CH:5][C:6]([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:7][CH:8]=1

Participants

3

Reactant 1

HCID 66701368N-{5-[4-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide

Product 1

HCID 66701397N-{5-[4-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1.0 g (2.9 mmol) of N-{5-[4-(trifluoromethyl)phenyl]pyridin-3-yl]benzamide in 120 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: 657 mg (50% pure).

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-2e9c2f26daaf444dabbf4bcb30935231
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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