Diisopropylamine → HCID 10287915, Verbindung

Temperatur

-78 °C

n-Butyl lithium (0.246 mL, 1.6 M in hexanes) was added to a solution of diisopropyl amine (0.055 mL, 0.45 mmol) in anhydrous THF (5 mL) at 0° C. The reaction mixture was cooled to −78° C. and stirred for 15 minutes. A solution of 2,3-dimethylbenzofuran (48 mg, 0.4 mmol) in 2 mL anhydrous THF was added dropwise to this mixture. After the addition, the reaction mixture was stirred for 15 to 30 minutes. 1,1,1-Trifluoro-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-one (100 mg, 0.4 mmol) (Example 1) was added as a solution in anhydrous THF (2 mL) in one portion, the cold bath was removed, and the reaction was stirred at room temperature for 12 hours. THF was evaporated under reduced pressure. Water (2 mL) was added to the residue and the mixture was extracted with three 5 mL portions of EtOAc. The extract was dried over magnesium sulfate. After evaporation, the residue was chromatographed on a silica gel column to provide 80 mg of the title compound as an oil.

1. additionAfter the addition
2. stirringthe reaction mixture was stirred for 15 to 30 minutes
3. customthe cold bath was removed
4. stirringthe reaction was stirred at room temperature for 12 hours
5. customTHF was evaporated under reduced pressure
6. additionWater (2 mL) was added to the residue
7. extractionthe mixture was extracted with three 5 mL portions of EtOAc
8. dry with materialThe extract was dried over magnesium sulfate
9. customAfter evaporation
10. customthe residue was chromatographed on a silica gel column

ORD-Eintrag

ord-e63078c784be4ed0bdcc5c14265bd35a

Quelldatensatz

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07932392B2