Pyridine → 3-(6-Bromo-4-methyl-3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-propionitrile
Reaction equation
[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5](=[O:8])[NH:6][N:7]=1.[C:11](#[N:14])[CH:12]=[CH2:13].N1C=CC=CC=1>O>[Br:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[C:5](=[O:8])[N:6]([CH2:13][CH2:12][C:11]#[N:14])[N:7]=1Participants
5
Procedure
2.4 g (11.6 mmol) of the triazine 2a and 7 mL (106 mmol) of acrylonitrile are placed in 24 mL of a solution of pyridine and water (1/1) under reflux for 3 h. After concentration, the reaction medium is extracted with AcOEt and then after drying on MgSO4, the organic phases are dry concentrated. After washing the obtained solid with ether, 2.8 g of intermediate 3a are obtained (yield=93%).
Workup
- temperatureunder reflux for 3 h
- concentrationAfter concentration
- extractionthe reaction medium is extracted with AcOEt
- customafter drying on MgSO4
- customthe organic phases are dry
- concentrationconcentrated
- washAfter washing the obtained solid with ether, 2.8 g of intermediate 3a
- customare obtained (yield=93%)
Sources & evidence
- ORD record
- ord-803a33367ddc4a929a00e38948010f7a
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08618287B2
Reaction notes
Loading…