Acetic Acid → 2-Chloro-4-ethyl-5-fluoropyrimidine
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[C:10](O)(=O)[CH3:11]>Cl>[Cl:1][C:2]1[N:7]=[C:6]([CH2:10][CH3:11])[C:5]([F:9])=[CH:4][N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
The product of part (i) (3.2 g) was dissolved in acetic acid (25 ml) and diluted with 5N HCl (10 ml). After heating the mixture at 100° C. for 16 hours the mixture was cooled and partitioned between water (30 ml) and dichloromethane (45 ml). The dichloromethane layer was separated, dried and concentrated under reduced pressure to give an oil. The title compound was isolated by chromatography on silica gel using dichloromethane as the eluent. The product was characterised by 1H-NMR and mass spectrometry (yield=350 mg).
Workup
- temperaturewas cooled
- custompartitioned between water (30 ml) and dichloromethane (45 ml)
- customThe dichloromethane layer was separated
- customdried
- concentrationconcentrated under reduced pressure
- customto give an oil
Sources & evidence
- ORD record
- ord-e2ac9bc9ddae4580ae6584d4f520c031
- Source dataset
- uspto-grants-1994_01
- Patent number
- US05278175
Reaction notes
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