Reaction #1929004

Reaction equation

compound ( 48 )

4-bromo-1-[5-(trifluoromethyl)-2-pyridyl]piperidine

sodium hydride

DMF

compound ( 46 )

2-propoxy-4-(trifluoromethyl)benzenethiol

→

4-[2-propoxy-4-(trifluoromethyl)phenylsulfanyl]-1-[5-(trifluoromethyl)-2-pyridyl]piperidine

Solvents

water

Conditions

Workup

1. 1
   Temperaturewas heated to 100° C.
2. 2
   workup.STIRRINGwas then stirred for 1 hour
3. 3
   TemperatureAfter the mixture was cooled
4. 4
   Extractionwas then subjected to extraction with ethyl acetate
5. 5
   WashAfter its organic layer was washed with water
6. 6
   Dryingwas then dried with anhydrous magnesium sulfate, it
7. 7
   Filtrationwas filtered
8. 8
   Concentrationwas then concentrated under reduced pressure
9. 9
   OtherIts residue was purified by column chromatography
10. 10
    Otherto produce the chemical compound

Procedure

After 60% sodium hydride was added, with chilling on ice, to the DMF (7 ml) solution of the chemical compound (46) (0.62 g), it was warmed to room temperature, and was then stirred for 30 minutes. After the chemical compound (48) (0.74 g) was added to the mixture, it was heated to 100° C., and was then stirred for 1 hour. After the mixture was cooled, it was poured into water, and was then subjected to extraction with ethyl acetate. After its organic layer was washed with water, and was then dried with anhydrous magnesium sulfate, it was filtered, and was then concentrated under reduced pressure. Its residue was purified by column chromatography to produce the chemical compound mentioned in the above title (0.90 g).

Source