Triethylamine → HCID 89923151, compound

Participants

Reaction Steps

To a round bottom flask charged with (+/−)-2-((2-chloro-5-cyano-3-(2-(hydroxymethyl)morpholino)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (0.05 g, 0.085 mmol) in THF (0.427 ml) was added triethylamine (0.036 ml, 0.256 mmol) and methanesulfonyl chloride (9.97 μl, 0.128 mmol). The reaction mixture was stirred at room temperature 2 h. The reaction mixture was poured into a separatory funnel containing 1:1 saturated aqueous sodium bicarbonate: ethyl acetate. The aqueous layer was extracted with ethyl acetate (3×). The combined organics were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. (4-(2-Chloro-5-cyano-3-((7-cyano-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)morpholin-2-yl)methyl methanesulfonate was isolated as a pale yellow solid and used as is for further chemistry.

Provenance & Evidence