N-[5-(2,3-dimethylphenyl)pyridin-3-yl]benzamide → N-[5-(2,3-dimethylphenyl)piperidin-3-yl]benzamide

HRID 876242Notes

Reaction equation

HRID 876242 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]([NH:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:12]=[N:13][CH:14]=1>C(O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:14][NH:13][CH2:12][CH:11]([NH:15][C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:23])[CH2:10]1

Participants

3

Reactant 1

HCID 66701372N-[5-(2,3-dimethylphenyl)pyridin-3-yl]benzamide

Product 1

HCID 66701376N-[5-(2,3-dimethylphenyl)piperidin-3-yl]benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 550 mg (1.82 mmol) of N-[5-(2,3-dimethylphenyl)pyridin-3-yl]benzamide in 150 ml of ethanol was reacted according to General Method 5A. The solution was concentrated under reduced pressure. The product was purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 760 mg (77% of theory, purity 57%)

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-6919c32687a54621a58885854184742a
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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