Sodium Carbonate → 2-[2-(1-Tritylpyrazolo[5,4-b]pyridin-4-yl)thiazol-4-yl]acetonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-bromothiazol-4-yl)acetonitrile (575 mg, 2.832 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-pyrazolo[3,4-b]pyridine (1.840 g, 3.398 mmol), Na2CO3 (4.248 mL of 2 M, 8.496 mmol) and tetrakis(triphenylphosphine) Palladium(0) (130.9 mg, 0.1133 mmol) was heated in the microwave at 150° C. for 20 minutes. The reaction mixture was treated with water/EtOAc and extracted twice. The organics were dried (MgSO4), filtered, concentrated and purified (1:1 Petroleum ether/EtOAc,). The mixture was recolumned (Petroleum ether) to give the desired pure product (827 mg, 60% Yield). 1H NMR (CDCl3, 400 MHz) δ 4.04 (2H, s), 7.47 (2H, m), 8.34 (1H, m), 8.75 (1H, m); MS (ES+) 484.12

Provenance & Evidence