1-Bromo-2-methylpropane → HCID 21436660, compound

HRID 2397854Notes

Reaction equation

HRID 2397854 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([OH:16])[C:7]2[N:8]([CH:15]=1)[C:9](=[O:14])[CH:10]=[C:11]([CH3:13])[N:12]=2.[CH2:17](Br)[CH:18]([CH3:20])[CH3:19]>CC(CC)=O.O.[Cu]>[Cl:3][C:4]1[CH:5]=[C:6]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])[C:7]2[N:8]([CH:15]=1)[C:9](=[O:14])[CH:10]=[C:11]([CH3:13])[N:12]=2

Participants

7

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 14798Sodium HydroxideHCID 21436662HCID 21436662, compound

Product 1

HCID 21436660HCID 21436660, compound

Reagents, catalysts & solvents 3

HCID 23978CopperCatalystHCID 962WaterSolventHCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

To a stirred suspension of 1.6 g of powdered sodium hydroxide in 100 ml of pure ethyl methyl ketone is added 21. g of 7-chloro-9-hydroxy-2-methyl-4H-pyrido[1,2-a] pyrimidin-4-one. The mixture is stirred for about 1 hour and 1.5 g of isobutyl bromide dissolved in 10 ml of pure ethyl methyl ketone is added dropwise. Subsequently, 0.2 g of copper bronze is added and the mixture stirred and heated under reflux for 2 hours. The mixture is cooled, diluted with 20 ml of water, filtered, and the organic phase in the filtrate separated, washed with saturated aqueous sodium chloride, dried, and concentrated to give 7-chloro-9-(isobutoxy)-2-methyl-4H-pyrido[ 1,2-a] pyrimidin-4-one.

Workup

  1. additionis added 21
  2. additionis added dropwise
  3. stirringthe mixture stirred
  4. temperatureheated
  5. temperatureunder reflux for 2 hours
  6. temperatureThe mixture is cooled
  7. filtrationfiltered
  8. customthe organic phase in the filtrate separated
  9. washwashed with saturated aqueous sodium chloride
  10. customdried
  11. concentrationconcentrated

Sources & evidence

ORD record
ord-32237f02e40945f8b2cb06310899d2e5
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

Loading…