1-(3-Chlorophenyl)piperazine → 2-Methyl-3-[2-(4-m-chlorophenyl-1-piperazinyl)ethyl]-7-chloro-4H-pyrido[1,2-a]pyrimidin-4-one

HRID 1657408

Reaction equation

HRID 1657408 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:5]2[C:6](=[O:11])[C:7]=1[CH2:8][CH2:9]Cl.[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>[CH3:1][C:2]1[N:3]=[C:4]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:5]2[C:6](=[O:11])[C:7]=1[CH2:8][CH2:9][N:27]1[CH2:26][CH2:25][N:24]([C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([Cl:17])[CH:19]=2)[CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 13551-(3-Chlorophenyl)piperazineHCID 124149402-methyl-3-(2-chloroethyl)-7-chloro-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 124148552-Methyl-3-[2-(4-m-chlorophenyl-1-piperazinyl)ethyl]-7-chloro-4H-pyrido[1,2-a]pyrimidin-4-oneYield 23.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.3 g of 2-methyl-3-(2-chloroethyl)-7-chloro-4H-pyrido[1,2-a]pyrimidin-4-one, 4.2 g of 1-(m-chlorophenyl)piperazine and 20 ml of toluene was refluxed with heating for 30 hours. After completion of the reaction, the reaction mixture was then treated in the same manner as in Example 8. The crude crystals thus obtained were recrystallized from ethanol to give 0.5 g of the desired compound as pale orangeyellow needles, m.p. 152° - 154°C.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 30 hours
  3. customAfter completion of the reaction
  4. additionthe reaction mixture was then treated in the same manner as in Example 8
  5. customThe crude crystals thus obtained
  6. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-d081f29e65a146458b38aa8691e1d098
Source dataset
uspto-grants-1976_06
Patent number
US03960863

Linked notes

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