Dimethylformamide → HCID 58337740, compound

Participants

Reaction Conditions

Reaction Steps

Two vials were each charged with 1-fluoro-3-iodo-5-nitrobenzene (1.0 g, 3.8 mmol, 1.0 eq), 5-hydroxypyrimidine (430 mg, 4.47 mmol, 1.20 eq), potassium carbonate (780 mg, 5.64 mmol, 1.50 eq), and DMF (12 mL) and stirred overnight at 100° C. The reaction mixtures were combined, diluted with 0.5N HCl, and extracted (3×) with CH2Cl2. The combined organics were dried (MgSO4), filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 2.2 g (87%) of the title compound as a yellow solid: 1H NMR (400 MHz, CDCl3) δ 9.13 (s, 1H), 8.58 (s, 2H), 8.38 (t, J=1.8 Hz, 1H), 7.82 (t, J=2.2 Hz, 1H), 7.70 (dd, J=2.3, 1.4 Hz, 1H); ES-MS [M+1]+: 344.0.

Provenance & Evidence