Potassium Carbonate → 5-(2,2,3,3-Tetrafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester
Reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[N:6][CH:7]=1.[C:11](=O)([O-])[O-].[K+].[K+].FC(F)(F)S(O[CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26])(=O)=O>CC(C)=O.C(OCC)C>[CH3:11][O:9][C:8]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26])=[CH:7][N:6]=1)=[O:10]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 22 °C
Procedure
To 5-hydoxy-pyridine-2-carboxylic acid (2.0 g) in acetone (40 ml) was added potassium carbonate (5.4 g) and 2,2,3,3-tetrafluoropropyl trifluoromethanesulfonate (4.3 g) and the reaction mixture was stirred at 22° C. for 4 h. The suspension was diluted with diethyl ether, filtrated, the filtrate was evaporated and the residue purified by chromatography on silica to give 5-(2,2,3,3-tetrafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester (2.65 g).
Workup
- filtrationfiltrated
- customthe filtrate was evaporated
- customthe residue purified by chromatography on silica
Sources & evidence
- ORD record
- ord-905b1b918a3849478655baf0bd937a5a
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08673894B2
Reaction notes
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