1,4-Dioxane → HCID 57551245, compound

Participants

Reaction Conditions

Reaction Steps

Into a Vial was added the 4-Bromo-2-cyano-N-thiazol-2-yl-benzenesulfonamide (35 mg, 0.00010 mol), Sodium tert-butoxide (29 mg, 0.00030 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (7.1 mg, 0.000012 mol), Tris(dibenzylideneacetone)dipalladium(0) (3.7 mg, 0.0000041 mol), 2-AMINO-4-(4-CHLOROPHENYL)THIAZOLE and the de-gassed anhydrous 1,4-Dioxane (1.4 mL, 0.018 mol). The reaction mixture was heated at 150° C. for 1 h in microwave. The reaction mixture was filtered through celite and the filtrate was concentrated. The residue was diluted with ethyl acetate and washed with 1.0 N HCl, dried and was concentrated to give the crude product that was purified on ISCO twice (10% methanol in chloroform for first run, 25% Ethyl acetate to 100% Ethyl acetate for second run). Product was lyophilized from acetonitrile-water to afford a light orange powder.

Provenance & Evidence