1-Ethylpiperazine → 2-(4'-Ethylpiperazino)-5-oxo-8-ethyl-6-carbethoxy-5,8-dihydro-pyrido(2,3-d)pyrimidine

HRID 66006Notes

Reaction equation

HRID 66006 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][N:8]([CH2:18][CH3:19])[C:6]=2[N:7]=1.[CH2:20]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[CH3:21]>C(Cl)(Cl)Cl>[CH2:20]([N:22]1[CH2:27][CH2:26][N:25]([C:2]2[N:3]=[CH:4][C:5]3[C:11](=[O:12])[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][N:8]([CH2:18][CH3:19])[C:6]=3[N:7]=2)[CH2:24][CH2:23]1)[CH3:21]

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 122668052-Chloro-5-oxo-6-carbethoxy-8-ethyl-5,8-dihydropyrido(2,3-d)pyrimidine

Product 1

HCID 227568452-(4'-Ethylpiperazino)-5-oxo-8-ethyl-6-carbethoxy-5,8-dihydro-pyrido(2,3-d)pyrimidineYield 93%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.8 g of 2-chloro-5-oxo-6-carbethoxy-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine and 2.9 g of 1-ethylpiperazine, dissolved in 50 cm3 of chloroform, are heated under reflux for 2 hours. After cooling, the organic solution is washed with water and dried over MgSO4 ; the solvent is evaporated and the residue is recrystallised from a mixture of isopropyl ether (15 cm3) and benzene (25 cm3) and gives 4.4 g (yield: 93%) of 2-(4'-ethylpiperazino)-5-oxo-8-ethyl-6-carbethoxy-5,8-dihydro-pyrido(2,3-d)pyrimidine; melting point 161° C.

Workup

  1. temperatureare heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling
  4. washthe organic solution is washed with water
  5. dry with materialdried over MgSO4
  6. customthe solvent is evaporated
  7. customthe residue is recrystallised from a mixture of isopropyl ether (15 cm3) and benzene (25 cm3)

Sources & evidence

ORD record
ord-a75b3df45c474dda86c0bb3554cf3cec
Source dataset
uspto-grants-1978_12
Patent number
US04129737

Reaction notes

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