Triacetoxyperiodinane → HCID 89923126, compound

Participants

Reaction Conditions

Reaction Steps

2-((2-chloro-5-cyano-4-(3-hydroxypropyl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (82 mg, 0.155 mmol, Example 566C) was taken up in DCM (1 mL) and cooled to 0° C. Dess-Martin periodinane (85 mg, 0.202 mmol) was added, and the reaction was stirred at room temperature for 1.5 h. An additional 0.2 eq. of Dess-Martin (13 mg) was added and the reaction stirred for 1 h. The reaction mixture was quenched with 2M K3PO4 solution and extracted 2× with DCM. The organic layers were combined, dried over Na2SO4, filtered, and concentrated. The material was purified by flash column chromatography (0-60% EtOAc/Hex; 40 g column). 2-((2-chloro-5-cyano-4-(3-oxopropyl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (40 mg) was obtained as a yellow glass.

Provenance & Evidence