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

HRID 1578096
Notes
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Reaction equation

HRID 1578096 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-164a4b1797dd4b5aa60608e4e52c063a
Source dataset
uspto-grants-1981_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04291036

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes