4,5,6,7-Tetrahydro-4,7-ethano-2-benzofuran-1,3-dione → HCID 73442651, compound

Participants

Reaction Steps

To the solution of methyl 5-amino-3-methyl-4-(4-methylthiazol-2-yl)thiophene-2-carboxylate (61 mg, 227 μmol, Int1.2) in CH3CN (7 mL) were added DMAP (55.5 mg, 455 μmol) and bicyclo[2.2.2]oct-2-ene-2,3-dicarboxylic anhydride (40.5 mg, 227 μmol, CAS RN 151813-29-5). After stirring at RT for 3 h, the reaction mixture was stirred at 65° C. overnight. The reaction mixture was extracted with EtOAc and 1M aqueous HCl, the organic layer was dried over Na2SO4, filtered and evaporated. The compound was purified by silica gel chromatography using a mixture of CH2Cl2:MeOH (20:1 v/v) as eluant. Brown solid. MS (ESI): m/z=447.1 [M+H]+.

Provenance & Evidence