Dimethylformamide → HCID 131734804, compound

Participants

Reaction Conditions

Reaction Steps

To the solution of (S)-methyl 5-(S-methylsulfonimidoyl)pentanoate, (130 mg, 0.672 mmol, 1.2 eq) in anhydrous DMF (3 mL) was added 6-amino-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinic acid, (200 mg, 0.554 mmol, 1.0 eq), diisopropylethyl amine (0.2 mL, 2.0 eq), and BOP (270 mg, 1.1 eq). After the reaction solution was heated at 60° C. for three hours, it was cooled to room temperature, diluted with EtOAc, washed with aqueous NH4Cl, water, brine, and lastly dried with anhydrous sodium sulfate. The clear solution was decanted, concentrated, and the brown oily residue was subject to column chromatography (EtOAc-Hex from 1:4 to 6:1). The corresponding product fractions were collected, concentrated under reduced pressure, and the residue was triturated with EtOAc-Hex (1:9). The solid which formed by scratching was collected by filtration and dried to give the title compound as a white solid (155 mg).

Provenance & Evidence