1-(m-Tolyl)piperazine → HCID 12414812, compound

HRID 1657409Notes

Reaction equation

HRID 1657409 reaction equation
Cl[CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:7]2=[N:6][C:5]=1[CH3:16].[C:17]1([CH3:29])[CH:22]=[CH:21][CH:20]=[C:19]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH:18]=1>C1(C)C=CC=CC=1>[C:17]1([CH3:29])[CH:22]=[CH:21][CH:20]=[C:19]([N:23]2[CH2:24][CH2:25][N:26]([CH2:2][CH2:3][C:4]3[C:9](=[O:10])[N:8]4[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:7]4=[N:6][C:5]=3[CH3:16])[CH2:27][CH2:28]2)[CH:18]=1

Participants

4

Reactant 2

HCID 831111-(m-Tolyl)piperazineHCID 124149363-(2-Chloroethyl)-2,7-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 12414812HCID 12414812, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.2 g of 3-(2-chloroethyl)-2,7-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one, 5 g of 1-(m-tolyl)piperazine and 25 ml of toluene was refluxed for 30 hours. After completion of the reaction, the reaction mixture was filtered while hot and the filtrate was concentrated under reduced pressure. The residue was purified by means of column chromatography using alumina and recrystallized from a mixture of ethanol and isopropyl ether to give 2 g of the desired compound as pale yellow prisms, m.p. 115 - 116°C.

Workup

  1. temperaturewas refluxed for 30 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered while hot and the filtrate
  4. concentrationwas concentrated under reduced pressure
  5. customThe residue was purified by means of column chromatography
  6. customrecrystallized from a mixture of ethanol and isopropyl ether

Sources & evidence

ORD record
ord-3659aeb59ddc440aba773ac9789dd5dc
Source dataset
uspto-grants-1976_06
Patent number
US03960863

Reaction notes

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