m-Chloroperbenzoic acid → HCID 69198607, compound

Participants

Reaction Steps

In a 25 mL round bottom flask fitted with a stir bar was added 2-methylthio-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (Reference Example 3) (762 mg, 2 mmol) and 10 mL DCM. The flask was cooled to 0° and a slight excess of m-chloroperbenzoic acid (70%) (1.0 g, 4 mmol) was slowly added and stirred overnight at room temperature. The reaction was worked up by adding 1.0M sodium bisulfite (3 mL), 25 mL more of DCM and the reaction was stirred vigorously to destroy any excess peracid. After washing with 1.0 M sodium bicarbonate, the DCM layer was dried over MgSO4. Filtering the mixture and reducing the solvent volume under reduced pressure gave the desired product which was 97% pure by LC. This was used without further purification. HPLC/MS: m/e=415 (M+); Rt=3.68 min; 1H-NMR 500 MHz (CDCl3): δ 3.46 (s, 3H), 7.08 (d, J=9 Hz, 2H), 7.31-7.4 (m, 5H), 9.00 (s, 1H).

Provenance & Evidence