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

HRID 12675Notes

Reaction equation

HRID 12675 reaction equation
C([N:9]1[C:14](=[O:15])[C:13]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[CH:12][N:11]([CH2:22][CH2:23][CH2:24][Cl:25])[C:10]1=[O:26])(=O)C1C=CC=CC=1>N.CO>[Cl:25][CH2:24][CH2:23][CH2:22][N:11]1[CH:12]=[C:13]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)[C:14](=[O:15])[NH:9][C:10]1=[O:26]

Participants

4

Reactant 1

HCID 451178313-Benzoyl-1-(3-chloro-propyl)-5-pyridin-3-yl-1H-pyrimidine-2,4-dione

Product 1

HCID 589941771-(3-Chloro-propyl)-5-pyridin-3-yl-1H-pyrimidine-2,4-dioneYield 66%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

3-Benzoyl-1-(3-Chloro-propyl)-5-pyridin-3-yl-1H-pyrimidine-2,4-dione (Prep42, 90 mg, 0.24 mmol) was dissolved in a solution of 3% NH3 in MeOH (5 mL). The mixture was stirred at room temperature over night, the solvent was then evaporated under vacuum and the residue was passed over a SCX cartridge to give 42 mg of the title compound that was used in the next step without further purification (66% yield)

Workup

  1. customthe solvent was then evaporated under vacuum

Sources & evidence

ORD record
ord-aded28fcea1046c9808e7f2383fec13a
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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