1-Methylpiperazine → 4-(2-Methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinecarboxamide

HRID 1477265Notes

Reaction equation

HRID 1477265 reaction equation
Cl[C:2]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH3:18][N:19]1[CH2:24][CH2:23][N:22]([C:2]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[CH3:17])[C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 121673186-Chloro-4-o-tolyl-nicotinamide

Product 1

HCID 114837284-(2-Methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinecarboxamideYield 95%

Procedure

1.0 g (4.05 mMol) 6-Chloro-4-o-tolyl-nicotinamide in 9.0 ml 1-methyl-piperazine was heated to 100° C. for 2 hours. The excess N-methyl-piperazine was removed under high vacuum and the residue was filtered on silica gel (eluent: dichloromethane) to yield 1.2 g (95%) 6-(4-methyl-piperazin-1-yl)-4-o-tolyl-nicotinamide as a light yellow crystalline foam.

Workup

  1. customThe excess N-methyl-piperazine was removed under high vacuum
  2. filtrationthe residue was filtered on silica gel (eluent: dichloromethane)

Sources & evidence

ORD record
ord-56a8af5096e5478899bd81497fa6b6ad
Source dataset
uspto-grants-2016_08
Patent number
US09403772B2

Reaction notes

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