Potassium Carbonate → HCID 59234642, compound
Reaction equation
[CH3:1][C:2]1[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=1.[C:9]([O-])([O-])=O.[K+].[K+].Br[CH2:16][CH2:17][CH:18]([Cl:20])C>CN(C=O)C.C(OCC)(=O)C>[Cl:20][CH2:18][CH2:17][CH2:16][CH2:9][N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]1=[O:8]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
To a solution of 3-methyl-2(1H)-pyridinone (commercial aldrich) (200 mg, 1.85 mmol), in dry DMF (5 mL), K2CO3 (0.51 g) and 1-bromo-3-chlorobutane (0.32 mL) were added and the resulting mixture was heated at 90° C. for 5 hours. After solvent elimination under reduced pressure, the residue was diluted with ethyl acetate and washed once with water and once with brine. The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with cyclohexane/EtOAc 8:2 to give the title compound as colourless oil (0.24 g).
Workup
- washwashed once with water and once with brine
- dry with materialThe organic phase was dried over anhydrous Na2SO4
- concentrationconcentrated under reduced pressure
- customThe crude product was purified by silica gel chromatography
- washeluting with cyclohexane/EtOAc 8:2
Sources & evidence
- ORD record
- ord-78a6cc09a2df47dea3ca95bb3eef78a0
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163927B2
Reaction notes
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