1,2-Dibromoethane → HCID 57443269, compound

Participants

Reaction Conditions

Reaction Steps

To an ambient temperature solution of {4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-amine (1.12 g, 2.77 mmol) in 1,2-dibromoethane (5 mL) is added triethylamine (1.54 mL, 11.08 mmol). The reaction is heated to 90° C. overnight. EtOAc is added to the reaction mixture. The resultant mixture is washed with brine, dried (MgSO4), and chromatographed (0% to 20% EtOAc/Hex) to yield the title compound (520 mg, 37%). 1H NMR (400 MHz, CDCl3) δ 7.70 (s, 1H), 7.43-7.40 (m, 2H), 7.31 (dd, 1H, J=9.0, 7.1 Hz), 6.93 (d, 1H, J=7.3 Hz), 6.61-6.54 (m, 2H), 4.77 (s, 2H), 3.34 (t, 2H, J=6.5 Hz), 3.26 (t, 2H, J=6.7 Hz), 2.99 (sept, 1H, J=7.0 Hz), 2.65 (s, 3H), 2.26 (s, 3H), 1.30 (d, 6H, J=7.0 Hz).

Provenance & Evidence