Trifluoroacetate → 2-Amino-3,5-difluoro-6-isopropylaminopyridine
Reaction equation
[F:1][C:2]1[C:3]([NH:19][CH:20]([CH3:22])[CH3:21])=[N:4][C:5]([NH:9]CC2C=CC(OC)=CC=2)=[C:6]([F:8])[CH:7]=1.FC(F)(F)C([O-])=O>>[NH2:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([F:1])=[C:3]([NH:19][CH:20]([CH3:22])[CH3:21])[N:4]=1Participants
3
Procedure
To 1.9 g of 3,5-difluoro-2-isopropylamino-6-(p-methoxybenzylamino)pyridine was added 4 ml of trifluoroacetate, and the mixture was allowed to stand at room temperature for 15 minutes. The solution was concentrated under reduced pressure, and 25 ml of chloroform was added to the residue, and the solution was washed with 25 ml of 5% aqueous solution of sodium carbonate. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the residue was subjected to column chromatography (silica gel, 40 g; eluent:chloroform) to obtain 0.6 g of the title compound as a brown oil.
Workup
- concentrationThe solution was concentrated under reduced pressure, and 25 ml of chloroform
- additionwas added to the residue
- washthe solution was washed with 25 ml of 5% aqueous solution of sodium carbonate
- dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-59a23b7b580c4549b4a9e1baff29d9c6
- Source dataset
- uspto-grants-1999_12
- Patent number
- US05998436
Reaction notes
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