Hydrochloric Acid → HCID 71668229, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 4-(methylthio)-2-oxo-6-(4-fluorophenyl)-2H-pyran-3-carboxylate (294 mg, 1 mmol), 2-phenyl-6,7-dihydro-2H-indazol-4(5H)-one (212 mg, 1 mmol) and powdered KOH (84 mg, 1.5 mmol) in dry DMF (5 mL) was stirred at 25° C. for 7 hr. At the end the reaction mixture was poured into ice water with vigorous stirring and finally neutralized with dilute HCl. The solid thus obtained was filtered and purified on a neutral alumina column using 15% chloroform in hexane as eluent to yield 52% of methyl 6-(4-fluorophenyl)-8-(methylthio)-2-phenyl-4,5-dihydro-2H-benzo[e]indazole-9-carboxylate. White solid; mp-182-184° C.; 1H NMR (300 MHz, CDCl3) δ 2.48 (s, 3H, CH3), 2.82-2.90 (m, 4H, 2CH2), 4.01 (s, 3H, OCH3), 7.10-7.19 (m, 3H, ArH), 7.27-7.36 (m, 3H, ArH), 7.42-7.51 (m, 2H, ArH), 7.67 (d, J=7.62 Hz, 2H, ArH), 7.98 (s, 1H, ArH); MS (ESI) m/z 445 (M++1).

Provenance & Evidence