Trifluoroacetic acid → N-{4-[4-(4-chlorophenyl)-4,5,6,7-tetrahydro-1-benzothien-2-yl]pyridin-2-yl}acetamide

In a 100 mL round bottomed flask was placed crude N-{4-[4-(4-chlorophenyl)-4-hydroxy-4,5,6,7-tetrahydro-1-benzothien-2-yl]pyridin-2-yl}acetamide (410 mg, 1.0 mmol) prepared above and 1,2-dichloroethane (10 mL). The mixture was refluxed for 30 min to obtain a yellow solution. To the refluxing mixture were added triethylsilane (1 mL, 6 mmol) and trifluoroacetic acid (2 mL, 20 mmol), and refluxing was continued for an additional 3 hr. The mixture was allowed to cool to rt then concentrated under reduced pressure. The residue was diluted with EtOAc (50 mL) then washed with a saturated aqueous solution of NaHCO3 (50 mL). The aqueous phase was extracted with EtOAc (50 mL). The combined organic phases were dried over anhydrous MgSO4.

1. customIn a 100 mL round bottomed flask was placed
2. temperatureThe mixture was refluxed for 30 min
3. customto obtain a yellow solution
4. temperaturerefluxing
5. concentrationthen concentrated under reduced pressure
6. additionThe residue was diluted with EtOAc (50 mL)
7. washthen washed with a saturated aqueous solution of NaHCO3 (50 mL)
8. extractionThe aqueous phase was extracted with EtOAc (50 mL)
9. dry with materialThe combined organic phases were dried over anhydrous MgSO4

ORD-Eintrag

ord-e71ac04f0906441abc1c0b88cfed5a3b

Quelldatensatz

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08765746B2