Diisopropylethylamine → HCID 70654233, compound

Participants

Reaction Steps

A solution of 2,3-bis(4-methoxyphenyl)quinoxaline-6-sulfonic acid (200 mg, 0.47 mmol, 1.00 equiv) in thionyl chloride (20 mL) was heated to reflux for 3 h in an oil bath. The resulting solution was concentrated in vacuo and the residue was diluted by 10 ml of dichloromethane. Then the resulting solution was added dropwise to a solution of MeNH2.HCl (318 mg, 4.75 mmol, 10.00 equiv) and DIEA (917 mg, 7.11 mmol, 15.00 equiv) in dichloromethane (20 mL) at 0° C., and then stirred overnight at room temperature, concentrated in vacuo, and purified by Prep-HPLC with the following conditions (AGILENT Pre-HPLC (UV-Directed)): Column, SunFire Prep C18, 5 um, 19*100 mm; mobile phase, water with 0.05% TFA and CH3CN (10% CH3CN up to 75% in 2.8 min, hold 75% in 2.2 min, up to 100% in 0.1 min, hold 100% in 0.5 min, down to 10% in 0.1 min); Detector, UV 254 nm. This resulted in 100 mg (49%) of 2,3-bis(4-methoxyphenyl)-N-methylquinoxaline-6-sulfonamide as a yellow solid.

Provenance & Evidence