3-(2-Chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one → 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4hpyrido(1,2-a)pyrimidin-4-one

HRID 1270670Notes

Reaction equation

HRID 1270670 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]2=[N:6][C:5]=1[CH3:15]>Cl.[Pd]>[Cl:1][CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13][CH2:14][C:7]2=[N:6][C:5]=1[CH3:15]

Participants

4

Reactant 1

HCID 8178663-(2-Chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 27630793-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4hpyrido(1,2-a)pyrimidin-4-oneYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolvent

Procedure

28 g of 3-(2-chloroethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one obtained in step A) was dissolved in 90 ml of 6N hydrochloric acid, 2.8 g of 10%-palladium was added thereto, and then the mixture was hydrogenated under a hydrogen pressure of 35 psi at room temperature for 8 hours. The reaction mixture was filtered through Cellite and the filtrate was concentrated under a reduced pressure, 200 ml of isopropanol was added to the residue, and then the mixture was stirred. The solid was filtered and dried to obtain 25.1 g of the title compound as a white crystal (yield: 90%).

Workup

  1. customat room temperature
  2. customfor 8 hours
  3. filtrationThe reaction mixture was filtered through Cellite
  4. concentrationthe filtrate was concentrated under a reduced pressure, 200 ml of isopropanol
  5. additionwas added to the residue
  6. filtrationThe solid was filtered
  7. customdried

Sources & evidence

ORD record
ord-c36abf4058a5461580a2f5fd7a89cc54
Source dataset
uspto-grants-2007_04
Patent number
US07202360B2

Reaction notes

Loading…