3,5-Dimethoxyaniline → HCID 57625370, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 5-{[(3-chloroquinoxalin-2-yl)amino]sulfonyl}-4-methylthiophene-2-carboxylate (100 mg; 0.25 mmol; 1 eq) and 3,5-dimethoxyaniline (42.35 mg; 0.28 mmol; 1.1 eq) are taken up in EtOH (2 ml) and the resulting suspension is heated up to 170° C. for 6 min on high absorption in the microwave. The precipitate formed is filtered off and washed with EtOH then dried under vacuum at 40° C. for 1 day. The solid is washed with hot EtOH then THF to afford, after cooling at 4° C., 103.6 mg (80%) of the title compound as a powder. 1H NMR (DMSO-d6) δ 12.64 (brs, 1H), 8.91 (s, 1H), 7.89 (brs, 1H), 7.71 (s, 1H), 7.60 (dd, J=7.7, 1.7 Hz, 1H), 7.46-7.34 (m, 2H), 7.32 (d, J=1.9 Hz, 2H), 6.26 (t, J=1.9 Hz, 1H), 3.83 (s, 3H), 3.77 (s, 6H), 2.48 (s, 3H). HPLC (max plot) 95%; Rt 4.93 min. LC/MS: ES+ 515.2, ES− 512.9.

Provenance & Evidence