3-Benzoyl-1-(4-chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione → 1-(4-Chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione

HRID 12680Notes

Reaction equation

HRID 12680 reaction equation
C([N:9]1[C:14](=[O:15])[C:13]([C:16]2[C:17]([CH3:22])=[N:18][CH:19]=[CH:20][CH:21]=2)=[CH:12][N:11]([CH2:23][CH2:24][CH2:25][CH2:26][Cl:27])[C:10]1=[O:28])(=O)C1C=CC=CC=1>N.CO>[Cl:27][CH2:26][CH2:25][CH2:24][CH2:23][N:11]1[CH:12]=[C:13]([C:16]2[C:17]([CH3:22])=[N:18][CH:19]=[CH:20][CH:21]=2)[C:14](=[O:15])[NH:9][C:10]1=[O:28]

Participants

4

Reactant 1

HCID 451178303-Benzoyl-1-(4-chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione

Product 1

HCID 589941581-(4-Chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dioneYield 93.6%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

3-Benzoyl-1-(4-chloro-butyl)-5-(2-methyl-pyridin-3-yl)-1H-pyrimidine-2,4-dione (Prep 47, 330 mg, 0.8 mmol) was dissolved in a solution of 3% NH3 in MeOH (15 mL). The mixture was stirred at room temperature for 3 hours, the solvent was then evaporated under vacuum. The residue was redissolved in MeOH and filtered on a SCX cartridge to give 220 mg of the title compound as a yellow oil (90% yield).

Workup

  1. customthe solvent was then evaporated under vacuum
  2. dissolutionThe residue was redissolved in MeOH
  3. filtrationfiltered on a SCX cartridge

Sources & evidence

ORD record
ord-0f22eac7e945439c9f2dceee9d0e4fd3
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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