1,1'-Carbonyldiimidazole → HCID 44189273, compound

Participants

Reaction Steps

step 1—To a solution of 28 (0.51 g, 1.07 mmol) in dry DMF (5 mL) was added CDI (0.19 g, 1.17 mmol) and the solution stirred at RT for 2 h. Methyl amine hydrochloride (0.72 g, 10.7 mmol) and DIPEA (1.4 g, 10.7 mmol) were added and the resulting solution heated at 85° C. for 3 h. The solution was cooled and partitioned between EtOAc and H2O. The organic phase was dried (Na2SO4), filtered and concentrated. The crude product was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (0 to 40% EtOAc) to afford 0.426 g of 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide (30).

Provenance & Evidence