1-(3-Chlorophenyl)piperazine → 3-[2-(4-m-Chlorophenyl-1-piperazinyl)ethyl]-2,8-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one . dihydrochloride

HRID 1657405Notes

Reaction equation

HRID 1657405 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:7]2=[N:6][C:5]=1[CH3:16].[Cl:17][C:18]1[CH:19]=[C:20]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1>C1(C)C=CC=CC=1>[ClH:1].[ClH:17].[Cl:17][C:18]1[CH:19]=[C:20]([N:24]2[CH2:29][CH2:28][N:27]([CH2:2][CH2:3][C:4]3[C:9](=[O:10])[N:8]4[CH:11]=[CH:12][C:13]([CH3:15])=[CH:14][C:7]4=[N:6][C:5]=3[CH3:16])[CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 13551-(3-Chlorophenyl)piperazineHCID 1008613-(2-chloroethyl)-2,8-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 1317102643-[2-(4-m-Chlorophenyl-1-piperazinyl)ethyl]-2,8-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one . dihydrochlorideYield 46.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 2.4 g of 3-(2-chloroethyl)-2,8-dimethyl-4H-pyrido[1,2-a]pyrimidin-4-one, 5.9 g of 1-(m-chlorophenyl)piperazine and 25 ml of toluene was refluxed for 30 hours. After completion of the reaction, the rection mixture was then treated in the same manner as in Example 4, and the obtained crude crystals were recrystallized from a mixture of methanol and ethanol to give 2.2 g of the desired compound as pale yellow plates, m.p. 272° - 274°C (decomp.).

Workup

  1. temperaturewas refluxed for 30 hours
  2. customAfter completion of the reaction
  3. additionthe rection mixture was then treated in the same manner as in Example 4
  4. customthe obtained crude crystals
  5. customwere recrystallized from a mixture of methanol and ethanol

Sources & evidence

ORD record
ord-6b7c1f244f27470ca6faeedfff4953db
Source dataset
uspto-grants-1976_06
Patent number
US03960863

Reaction notes

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