Propionamide → HCID 90410860, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Example A1 (1.0 g, 3.97 mmol) in dioxane (20 mL) was sparged with Ar, treated with propionamide (0.581 g, 7.95 mmol) and Cs2CO3 (1.942 g, 5.96 mmol), sparged with, treated with dppf (12.38 g, 22.33 mmol) and Pd2(dba)3 (0.182 g, 0.199 mmol), sparged once again with Ar and heated at 95° C. overnight. Pd(dppf)2Cl2.DCM (50 mg) was added and the mixture heated at 95° C. for 4 h. The mixture was cooled to RT, treated with EtOAc and the solids removed via filtration through silica gel. The filtrate was concentrated to dryness and purified twice via silica gel chromatography (MeOH/DCM) to afford N-(4-((6-nitropyridin-3-yl)oxy)pyridin-2-yl)propionamide (513 mg, 45%). MS (ESI) m/z: 289.1 (M+H+).

Provenance & Evidence