Acetic Acid → HCID 178437932, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-(4-tert-butoxycarbonylmethyl-3,5-diethylpyrazol-1-ylmethyl)-3-fluorobenzoic acid (19 mg) in dimethylformamide (2 ml) at room temperature is added diisopropylethylamine (50 μl). After 10 min, the solution is added to 2,3-diaminopyridine (7 mg). After 2 days, glacial acetic acid (2 ml) is added and the reaction is heated to 130° C. After 15 h, the reaction is allowed to cool to room temperature and concentrated in vacuo. The residue is dissolved in dichloromethane and trifluoroacetic acid (200 μl) and water (200 μl) are added. After 15 h, the reaction mixture is concentrated in vacuo. The residue is purified by HPLC to yield (3,5-diethyl-1-[2-fluoro-4-(3H-imidazo[4,5-b]pyridin-2-yl)benzyl]-1H-pyrazol-4-yl)acetic acid (10 mg; [M+H]=429; HPLC retention time 1.34 min (Method A)).

Provenance & Evidence