2-Methylpyridine → HCID 86634102, compound
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1C.[CH2:8]([O:10][P:11]([CH2:16][CH2:17][CH2:18][Br:19])(=[O:15])[O:12][CH2:13][CH3:14])[CH3:9].[C:20](OCC)(=O)C>CN(C=O)C>[Br-:19].[CH2:8]([O:10][P:11]([CH2:16][CH2:17][CH2:18][N+:1]1[CH:2]=[CH:3][C:4]([CH3:20])=[CH:5][CH:6]=1)([O:12][CH2:13][CH3:14])=[O:15])[CH3:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
A mixture of picoline (0.5 g, 5.4 mmol) and diethyl(3-bromopropyl)-phosphonate (1.54 g, 5.9 mmol) was heated in a pressure tube at 130° C. for 4 hours. The mixture was allowed to cool to room temperature, and the resulting mass was dissolved in DMF (4 ml). The combined mixture was then added drop wise to ethyl acetate (40 ml). An oily residue was obtained which was washed with ethyl acetate (2×40 ml) and dried under vacuum to yield 1.7 g of Compound 3 which was then used without any further purification. The structure of Compound 3 is given below:
Workup
- temperatureto cool to room temperature
- customAn oily residue was obtained which
- washwas washed with ethyl acetate (2×40 ml)
- customdried under vacuum
Sources & evidence
- ORD record
- ord-13f2809eada34c10ae817cb54561a5ba
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08476443B2
Reaction notes
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