Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 66743755, compound

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Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(5-methyl-1H-pyrazol-4-yl)thiophene-2-carboxamide (146 mg, 0.66 mmol), N-phenyl-1,4-dioxaspiro [4.5]decan-8-amine (169 mg, 0.723 mmol), CSA (183 mg, 0.788 mmol), MgSO4 (158 mg, 1.31 mmol) and DMA (1 mL) was stirred at 100° C. for 1 h. EtOAc and saturated aqueous NaHCO3 were 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, 95:5 hexane/EtOAc to EtOAc then to 95:5 EtOAc/MeOH), then crystallized from 2-propanol/heptane to give the title compound (41 mg, 16%) as a yellow solid:

Provenance & Evidence