HCID 86722338, compound → HCID 86722339, compound

Participants

Reaction Steps

A solution of (E)-1-(4-fluorophenyl)-5-(pyridin-2-ylmethylene)-5,7,8,9-tetrahydrocyclohepta[f]indazol-6(1H)-one (0.519 g, 1.354 mmol) in toluene (25 mL) containing 20% Pd(OH)2 (0.090 g, 0.128 mmol) was evacuated and placed under hydrogen. The mixture was stirred under an atmosphere of hydrogen provided via a balloon at rt for about 11 h then the catalyst was removed by filtration through Celite®. The filtrate was concentrated under reduced pressure to yield 1-(4-fluorophenyl)-5-(pyridin-2-ylmethyl)-5,7,8,9-tetrahydrocyclohepta[f]indazol-6(1H)-one (7, R1=4-Fluorophenyl, R2=Pyridin-2-ylmethyl) (0.52 g, 100%); LC/MS, method 3, Rt=2.06 min, MS m/z 386 (M+H)+. 1H NMR (400 MHz, DMSO) δ 8.48-8.46 (m, 1H), 8.27 (d, J=0.8 Hz, 1H), 7.84-7.75 (m, 2H), 7.72-7.63 (m, 3H), 7.47-7.38 (m, 2H), 7.36 (d, J=7.8 Hz, 1H), 7.21-7.17 (m, 1H), 4.95-4.92 (m, 1H), 3.88-3.81 (m, 1H), 3.44-3.36 (m, 1H), 3.34-3.27 (m, 1H), 3.12-3.06 (m, 1H), 2.98-2.90 (m, 1H), 2.47-2.40 (m, 1H), 2.27-2.17 (m, 1H), 1.60-1.57 (m, 1H).

Provenance & Evidence