Sodium ethoxide → HCID 21532573, compound

HRID 1658126Notes

Reaction equation

HRID 1658126 reaction equation
Cl[C:2]1[C:11]2[CH:10]=[N:9][C:8]([N:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]3)=[N:7][C:6]=2[N:5]=[CH:4][C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].[O-:24][CH2:25][CH3:26].[Na+]>C(O)C>[CH2:25]([O:24][C:2]1[C:11]2[CH:10]=[N:9][C:8]([N:12]3[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]3)=[N:7][C:6]=2[N:5]=[CH:4][C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH3:26]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 21532577HCID 21532577, compound

Product 1

HCID 21532573HCID 21532573, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture containing 3.0 g of ethyl 5-chloro-2-(4-methyl-1-piperazinyl)pyrido[2,3-d]pyrimidine-6-carboxylate, 0.7 g of sodium ethoxide, and 50 ml of absolute ethanol was heated to reflux for 2 hours. The ethanol was removed by distillation in vacuo, the residue was extracted with chloroform and the extract washed with water, and dried over anhydrous magnesium sulfate. After the solvent was distilled off the residue was crystallized from n-hexane to give 2.8 g of the product as pale yellow needles, m.p. 105° - 108°C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. customThe ethanol was removed by distillation in vacuo
  4. extractionthe residue was extracted with chloroform
  5. washthe extract washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off the residue
  8. customwas crystallized from n-hexane

Sources & evidence

ORD record
ord-037ec42d72c24050a3f01a8fc8842b78
Source dataset
uspto-grants-1976_06
Patent number
US03962443

Reaction notes

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