Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 66743923, compound

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Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(5-methyl-1H-pyrazol-4-yl)thiophene -2-carboxamide (100 mg, 0.45 mmol), 8-phenyl-1,4-dioxa-8-azaspiro[4.5]decane (109 mg, 0.50 mmol), CSA (125 mg, 0.54 mmol), MgSO4 (108 mg, 0.90 mmol) and DMA (1 mL) was stirred at 100° C. for 1 h. Then, saturated aqueous NaHCO3 was added to quench the reaction. The organic materials were extracted with EtOAc/THF. The combined extracts were dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the residue was purified by column chromatography (Purif, NH, 80:20 hexane/EtOAc to EtOAc then to 95:5 EtOAc/MeOH), then crystallized from MeOH/EtOAc/heptane to give the title compound (46 mg, 27%) as a yellow solid:

Provenance & Evidence