Morpholine → 5-bromo-N-methyl-6-(N-methylmethylsulfonamido)-2-morpholinobenzofuran-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a suspension of compound 5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (50 mg, 0.1 mmol) in pyridine (3 mL) was added morpholine (18 mg, 0.2 mol) under N2, and then the mixture was stirred at 60° C. for 3 hours. After concentration in vacuo, DCM was added and the resulting residue was washed with 10% HCl (a.q., 3 mL) and dried over Na2SO4. After concentration, the residue was purified by prep-TLC (DCM:MeOH=20:1) to give the product of 5-bromo-N-methyl-6-(N-methylmethylsulfonamido)-2-morpholinobenzofuran-3-carboxamide (20 mg, yield: 44%). 1H-NMR (CDCl3, 400 MHz) δ 8.05 (s, 1H), 7.47 (s, 1H), 6.48 (s, 1H), 3.86 (t, J=4.4 Hz, 4H), 3.46 (t, J=6.4 Hz, 4H), 3.28 (s, 3H), 3.04 (s, 3H), 2.99 (d, J=4.8 Hz, 3H). MS (M+H)+: 446/448.

Provenance & Evidence