Aniline → HCID 57445396, compound

Participants

Reaction Conditions

Reaction Steps

In a 50 mL round bottom flask under nitrogen was charged 5-bromo-2-(3-fluoro-4-methoxyphenyl)pyrimidine (Step 1, 0.40 g, 1.41 mmol), aniline (0.28 g, 3.0 mmol), Pd(OAc)2, (0.015 g, 0.067 mmol), BINAP (0.090 g, 0.064 mmol), and NaOtBu (0.27 g, 2.8 mmol). Toluene (5.0 mL) was added and the mixture was heated at 100° C. for 24 h. The mixture was cooled to RT and was partitioned between CH2Cl2 and H2O. The organic phase was dried over Na2SO4 and concentrated. Purification on silica with 1% MeOH in CH2Cl2 afforded the title compound as a purple solid. MS (ESI pos. ion) m/z: 296. Calc'd for C17H14FN3O: 295.11.

Provenance & Evidence