HCID 13369416, compound → HCID 13369410, compound

HRID 443396Notes

Reaction equation

HRID 443396 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:25])[CH2:14][CH2:15][CH:16]([N:17]([CH3:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2]>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:25])[CH2:14][CH:15]=[C:16]([N:17]([CH3:24])[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 13369416HCID 13369416, compound

Product 1

HCID 13369410HCID 13369410, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5.0 g. (14.64 mmoles) of 6-methyl-9-(N-methylanilino)-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester are dissolved in 100 ml. of chloroform. The solution is heated for 9 hours under reflux and air is bubbled into the reaction mixture. The solvent is distilled off in vacuo. The residue is crystallized from ethanol. 2.9 g. (58.4%) of 6-methyl-9-(N-methyl-anilino)-4-oxo-6,7-dihydro-4H-pyrido[I,2-a]pyrimidine-3-carboxylic acid ethyl ester is obtained which does not give a melting point depression when admixed with the product of Example 7. Melting point: 140°-142° C.

Workup

  1. temperatureThe solution is heated for 9 hours
  2. temperatureunder reflux
  3. customair is bubbled into the reaction mixture
  4. distillationThe solvent is distilled off in vacuo
  5. customThe residue is crystallized from ethanol

Sources & evidence

ORD record
ord-edd015fdf26142b58444aa2ea94f152b
Source dataset
uspto-grants-1981_04
Patent number
US04260612

Reaction notes

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