Phosphorus oxychloride → HCID 18380174, compound

Participants

Reaction Steps

A solution of 4-Hydroxy-2-methyl-10-(2,4,6-trimethylphenyl)pyrido-[2′,3′:4,5]pyrrolo[1,2-a]pyrazine (220 mg) in phosphorus oxychloride (2 mL) is heated to 100° C. for 1 hour. The resulting dark tan solution is concentrated in vacuo, diluted with water, and neutralized by adding saturated sodium bicarbonate solution. The neutralized solution is extracted 3 times with dichloromethane and the combined extracts are dried (Na2SO4), filtered, concentrated, and chromatographed on silica gel (10 to 20% ethyl acetate in hexane) to give 120 mg of the title compound as a yellow foam: 1H nmr (400 MHz, CDCl3) d 2.03 (s, 5 H), 2.38 (s, 3 H), 2.69 (s, 3 H), 7.03 (s, 2 H) 7.25 (s, 1 H), 7.66 (d, 1 H), 8.70 (s, 1 H), 9.00 (d, 1 H).

Provenance & Evidence