Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → 6'-(5-methyl-1H-pyrazol-4-yl)-4-phenyl-1'H-spiro [cyclohexane-1,2'-thieno[3,2-d]pyrimidin]-4'(3'H)-one

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(5-methyl-1H-pyrazol-4-yl) thiophene-2-carboxamide (111 mg, 0.50 mmol), 4-phenylcyclohexanone (261 mg, 1.50 mmol), MgSO4 (120 mg, 1.00 mmol), CSA (11.61 mg, 0.050 mmol) and DMA (3 mL) was stirred at 80° C. for 1 h. The mixture was poured into saturated aqueous NaHCO3 and 2:1 EtOAc/THF. The precipitate was collected by filtration and washed with water and EtOAc to give the title compound (28.7 mg, 15%, single isomer on cyclohexane, absolute structure not determined) as gray solid:

Provenance & Evidence