Reaction #1810825

Reaction equation

5-methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid

TBTU

N-ethyldiisopropylamine

4-(4-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine

→

title compound

[5-Methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-phenyl]-[4-(4-trifluoromethyl-phenyl)3,6-dihydro-2H-pyridin-1-yl]-methanone

Solvents

dimethylformamide

Conditions

Workup

1. 1
   Concentrationconcentrated in vacuo
2. 2
   Otherpurified by column chromatography (SiO2, 10 g, heptane, ethylacetate 0 to 100%)

Procedure

To a solution of 0.17 mmol 5-methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid in 0.75 ml dimethylformamide, 0.19 mmol TBTU, 0.855 mmol N-ethyldiisopropylamine and 0.205 mmol 4-(4-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine were successively added. The reaction was then stirred at RT for 45 min., concentrated in vacuo and purified by column chromatography (SiO2, 10 g, heptane, ethylacetate 0 to 100%), to give the title compound. MS (m/e): 508.6 (MH+, 100%)

Source