Methyl cis-3-hydroxymethylcyclohexanecarboxylate → cis-[3-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-yl)cyclohexyl]methanol

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Reaction Steps

cis-Methyl-3-hydroxymethylcyclohexane-1-carboxylate was reacted with N-hydroxy-isonicotinamidine, using the reaction conditions described in Preparation 5, to afford cis-[3-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-yl)cyclohexyl]methanol: RT=2.70 min, m/z (ES+)=246.1 [M+H]+. This was subsequently alkylated with 1-bromobutane, under similar conditions to those described in Example 106, to afford the title compound: RT=4.11 min, m/z (ES+)=316.3 [M+H]+.

Provenance & Evidence