CH 150 → 2,6-dimethyl-3-ethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido(1,2-a)pyrimidine

HRID 1856479Notes

Reaction equation

HRID 1856479 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:5]2[C:6](=[O:10])[C:7]=1[CH2:8][CH3:9]>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]2[CH2:14][CH2:13][CH2:12][CH:11]([CH3:15])[N:5]2[C:6](=[O:10])[C:7]=1[CH2:8][CH3:9]

Participants

3

Reactant 1

HCID 93406CH 150

Product 1

HCID 125274322,6-dimethyl-3-ethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido(1,2-a)pyrimidineYield 99.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.04 g. of 2,6-dimethyl-3-ethyl-4-oxo-4H-pyrido[1,2-a]pyrimidine are dissolved in 50 ml. of ethanol and the solution is hydrogenated in the presence of 2 g. of Raney-nickel catalyst, previously washed to anhydrous with ethanol. Hydrogenation is performed under atmospheric pressure. In about seven hours the calculated amount of hydrogen is used up and the hydrogen consumption drops rapidly to zero. The catalyst is filtered off and the ethanol solution is evaporated. 4.10 g. (99.5%) of 2,6-dimethyl-3-ethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine are obtained as a pale-yellow non-crystallizing oil, which can be distilled under a pressure of 25 mmHg of 190° C.

Workup

  1. washof Raney-nickel catalyst, previously washed to anhydrous with ethanol
  2. customthe hydrogen consumption
  3. filtrationThe catalyst is filtered off
  4. customthe ethanol solution is evaporated

Sources & evidence

ORD record
ord-7b830ac3f38147cf8a468b3754ba0e9f
Source dataset
uspto-grants-1980_08
Patent number
US04219649

Reaction notes

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