Toluene → HCID 59238607, compound

Participants

Reaction Steps

5-Bromo-3-(1-methyl-1H-pyrazol-4-yl)-1-(phenyl sulfonyl)-1H-pyrrolo[2,3-b]pyridine (III-a) (0.25 g, 0.60 mmol), boronic ester (VIb-31) (0.71 g, 3.00 mmol), lithium chloride (50 mg, 1.20 mmol), and Pd(PPh3)2Cl2 (42 mg, 0.060 mmol), in EtOH (1.50 mL), toluene (1.50 mL) and 1.0 M Na2CO3 solution (1.50 mL) were reacted using the general procedure A for the Suzuki reaction. The crude product was purified by PTLC using hexane:EtOAc=1:1 (v/v) as eluent to give (IIa-31) (single isomer) as a yellow oil (81 mg, 30%); 1H NMR (400 MHz, CDCl3) δ 1.67-1.75 (m, 2H), 1.77-1.85 (m, 2H), 2.29-2.38 (m, 4H), 3.46 (s, 3H), 3.98 (s, 3H), 7.45-7.50 (m, 2H), 7.53-7.58 (m, 1H), 7.63 (s, 1H), 7.71 (s, 1H), 7.75 (d, J=0.8 Hz, 1H), 7.93 (d, J=2.0 Hz, 1H), 8.19-8.22 (m, 2H), 8.48 (d, J=2.0 Hz, 1H).

Provenance & Evidence