Réaction #1929004

ord-c1925dd40e52442f900efa79d41ae04f

Équation de réaction

FC(F)(F)c1ccc(N2CCC(Br)CC2)nc1
compound ( 48 )
FC(F)(F)c1ccc(N2CCC(Br)CC2)nc1
4-bromo-1-[5-(trifluoromethyl)-2-pyridyl]piperidine
[H-].[Na+]
sodium hydride
CN(C)C=O
DMF
CCCOc1cc(C(F)(F)F)ccc1S
compound ( 46 )
CCCOc1cc(C(F)(F)F)ccc1S
2-propoxy-4-(trifluoromethyl)benzenethiol
CCCOc1cc(C(F)(F)F)ccc1SC1CCN(c2ccc(C(F)(F)F)cn2)CC1
4-[2-propoxy-4-(trifluoromethyl)phenylsulfanyl]-1-[5-(trifluoromethyl)-2-pyridyl]piperidine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE045364E1uspto-grants-2015_02