Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 68074178, compound

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Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(3-methyl-1H-pyrazol-4-yl) thiophene-2-carboxamide (111 mg, 0.50 mmol), benzyl (4-oxocyclohexyl)carbamate (495 mg, 2.00 mmol), MgSO4 (120 mg, 1.00 mmol), CSA (11.61 mg, 0.050 mmol) and DMA (3 mL) was stirred at 100° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, silica gel, hexane to EtOAc then to 80:20 EtOAc/MeOH). The obtained residue was triturated with 2-propanol-EtOAc, and the precipitate was collected by filtration to afford the title compound (58.4 mg, 26%, a mixture of 4:1 cis/trans isomers, absolute structure not determined) as a yellow solid:

Provenance & Evidence