Diethyl Ether → HCID 53311172, compound

Participants

Reaction Steps

2-Chloro-N-pyridazin-4-yl-acetamide (Example 27a) (58 mg) was added to a solution of 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 14e) (100 mg) in acetonitrile (2 mL). The reaction mixture was allowed to stir at room temperature for 24 h. Diethyl ether (2 mL) was added to the reaction mixture and stirred for 15 minutes. The solid was filtered off, washed with diethyl ether, and dried under vacuum at 40° C. overnight. The filtrate was evaporated, combined with the solid and purified by column chromatography, eluting with 0-15% MeOH/dichloromethane. Further purification by reverse-phase prep HPLC with gradient elution from 15% MeCN/H2O containing 0.1% formic acid increasing by 1% per minute gave the title compound (19 mg) as a colourless gum.

Provenance & Evidence