Phosphorus oxychloride → HCID 66778025, compound

Participants

Reaction Steps

2-[6-Methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl]-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine-8-carboxylic acid (2-oxo-2-phenylethyl)amide obtained in Example 172 (35.7 mg) was suspended in toluene (0.5 mL). Oxalyl chloride (20.4 mg) was added and the mixture was stirred with heating under reflux for two hours. Toluene (3 mL) and phosphoryl chloride (60 μL) were added, followed by further stirring for two hours and 30 minutes. The reaction solution was ice-cooled. Then, chloroform and a saturated sodium bicarbonate solution were added and the organic layer was separated. The resulting organic layer was concentrated under reduced pressure. The residue was purified by NH silica gel column chromatography to obtain the title compound (4.4 mg). The compound was further purified by CHIRALPAK™ IA (2 cm×25 cm; mobile phase:hexane:ethanol=50:50) to obtain the title compound (1.2 mg, racemate). The property values of the compound are as follows.

Provenance & Evidence