Cesium carbonate → HCID 57561092, compound

Participants

Reaction Conditions

Reaction Steps

To a de-gassed mixture of 4-chloro-2-methoxymethyl-7-(3-trifluoromethyl-pyridin-2-yl)-[1,8]naphthyridine (1 mmol), cesium carbonate (2 mmol), 2-amino-5-trifluoromethyl pyridine (1 mmol) in dioxane (10 mL) under nitrogen, add Pd2dba3 (0.05 mmol) and xantphos (0.05 mol). Stir the mixture at 90° C. overnight, concentrate, and extract with EtOAc. Dry over Na2SO4 and concentrate under vacuum. Purify by column chromatography eluting with dichloromethane/methanol/ammonium hydroxide mixture to give 2-methoxymethyl-7-[3-(trifluoromethyl) pyridin-2-yl]-N-[5-(trifluoromethyl)pyridin-2-yl]-[1,8]naphthyridin-4-amine. MS 480 (M+1). 1H NMR δ (CDCl3) 8.88 (1H, d), 8.62 (1H, s), 8.18 (1H, d), 8.07 (1H, s), 7.88 (1H, dd), 7.84 (1H, d), 7.56 (1H, d), 7.54 (1H, d), 7.30 (1H, d), 4.77 (2H, s), 3.52 (3H, s), 2.63 (1H, br s).

Provenance & Evidence