1-Ethenyl-4-(trifluoromethyl)benzene → 3-(Pyridin-3-yloxy)-4,5-dihydroisoxazole

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Reaction Steps

3-(pyridin-3-yloxy)-4,5-dihydroisoxazole I-169a and I-169b were prepared in 3 steps from 1-(trifluoromethyl)-4-vinylbenzene using the cycloaddition conditions from Method 1. The resulting bromo-4,5-dihydroisoxazole was reacted with 6-(methylthio)pyridin-3-ol (prepared from 6-(methylthio)pyridin-3-ylboronic acid using Method 11) using Method 5 followed by oxidation under analogous conditions to Example 130. These compounds can be separated using chiral HPLC methods known in the art. For example, see chiral HPLC Method disclosed herein. [M+H]+=387.2 m/z. Activity: A

Provenance & Evidence