Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 66743871, compound

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Reaction Steps

A mixture of 5-bromo-3-(methylamino)thiophene-2-carboxamide (940 mg, 4.0 mmol), 4,4,4-trifluorobutan-2-one (5.04 g, 40 mmol), CSA (93 mg, 0.40 mmol), MgSO4 (576 mg, 6.0 mmol) and DMA (4 mL) was microwave-irradiated at 150° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3. The organic materials were extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the residue was purified by column chromatography (Purif, NH, 90:10 hexane/EtOAc to 50:50 hexane/EtOAc) to give a yellow solid. The solid was purified by crystallization from EtOAc/heptane to give the title compound (431 mg, 31%) as a yellow solid:

Provenance & Evidence