Cesium carbonate → 2-[3-(2-Fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]-5-nitropyrimidine-4,6-diamine

Participants

Reaction Conditions

Reaction Steps

A solution of 600 mg (2.64 mmol) of 3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridine from example 4A, 501 mg (2.64 mmol) of 2-chloro-5-nitropyrimidine-4,6-diamine [Bitterli et al., Helv. Chim. Acta 1951, 34, 835], 48.4 mg (0.053 mmol) of tris(dibenzylideneacetone)dipalladium, 75.5 mg (0.158 mmol) of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (XPHOS) and 1.20 g (3.70 mmol) of cesium carbonate in a degassed mixture of 10 ml of toluene and 10 ml of DMF is heated at 90° C. for 4 h. Cooling to room temperature is followed by filtration with suction and washing with THF. The solid is stirred with 100 ml of water and again filtered off with suction. 572 mg (57% of theory) of the desired compound are obtained.

Provenance & Evidence