Sodium sulfate decahydrate → HCID 68532226, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 2-fluoro-6-(3-(3-(4-(trifluoromethoxy)phenyl)ureido)pyridin-2-yloxy)benzoate (250 mg, 0.54 mmol) was diluted in THF (10 mL) and cooled to −78° C. Methylmagnesiumbromide (3.0 M in Et2O, 1.07 mL, 3.22 mmol) was added and mixture was warmed to rt and stirred for 18 h. Sodium sulfate decahydrate was added and stirring was continued for 30 min. The solution was filtered over a pad of Celite® and washed using ethyl acetate. The organic phase was evaporated and crude material was purified using preparative HPLC to yield the desired material (20 mg) (M+H)+=450. 1H NMR (400 MHz, Acetone) δ ppm 2.33-2.40 (m, J=1.77 Hz, 3H), 7.07-7.18 (m, 3 H), 7.27 (d, J=8.84 Hz, 2 H), 7.56 (td, J=8.34, 6.57 Hz, 1 H), 7.63-7.70 (m, 3 H), 8.20 (s, 1 H), 8.67 (dd, J=7.96, 1.64 Hz, 1 H), 8.91 (s, 1 H).

Provenance & Evidence