HCID 71257872, compound → HCID 71257878, compound

Participants

Reaction Steps

A solution of N,4-di-tert-butyl-2-fluoro-6-methylbenzamide (4.01 g, 15.1 mmol, Eq: 1.00) in TFA (48 ml) (4×12 mL, microwave vials) was stirred at 100° C. for 3 h under microwave assisted conditions. The contents of the four microwave vials were combined, evaporated under vacuum and residue was poured (carefully) into an aqueous saturated solution of NaHCO3 (100 mL) and the product was extracted with CH2Cl2 (2×100 mL). The combined organic extracts were dried (Na2SO4) and evaporated under vacuum. The crude material was purified by chromatography (SiO2, CH2Cl2 100% to 30% AcOEt, in 30 min) to afford the desired product (2.55 g, 81% yield as a white solid. LC/MS, m/z 210[M+H]+. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.32 (s, 9 H) 2.49 (t, J=0.63 Hz, 3 H) 5.86 (br. s., 2 H) 6.94-7.00 (m, 1 H) 7.05 (dd, J=1.26, 0.51 Hz, 1 H).

Provenance & Evidence