Benzene → Ethyl 6-(4-chlorophenyl)-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Participants

Reaction Steps

The title compound was prepared in the same manner as described for intermediate 61 using ethyl 4-(4-chlorophenyl)-2,4-dioxobutanoate (610 mg, 2.397 mmol), benzene (5 mL), 1-(1-methylethyl)-1H-pyrazol-5-amine (300 mg, 2.397 mmol), and acetic acid (4 mL). The crude product was purified by column chromatography (Silica gel, eluent: 0 to 100% EtOAc/hexanes) to give 621 mg (75%) of product. LCMS E-S (M+H)=344.1. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.48-1.57 (m, 3 H), 1.64-1.74 (m, 6 H), 4.56 (q, J=7.1 Hz, 2 H), 5.46 (m, 1 H), 7.49-7.55 (m, 2 H), 8.15-8.18 (m, 2 H), 8.21 (s, 1 H), 8.42 (s, 1 H).

Provenance & Evidence