Tetrahydrofuran → HCID 24780526, compound

Participants

Reaction Conditions

Reaction Steps

1-Cyclopropyl-8-[6-(2-methoxy-ethylamino)-pyridin-3-yl]-3-propyl-3,7-dihydro-purine-2,6-dione (2 g, 5.20 mmol) is charged to a reaction flask, followed by anhydrous tetrahydrofuran (25 ml) and N,N-diisopropylethylamine (5 eq). 6-fluoronicotinoyl chloride (1.16 g, 7.28 mmol, 1.4 eq) is added and the mixture is heated to 60° C. It is held for 12 hr and sampled for reaction completion via HPLC: When the reaction is complete, it is cooled to room temperature and water is added then filtered. The filtrate is concentrated then the resulting product is triturated with methanol at 60° C. then cooled to room temperature and filtered. The crude product was again triturated with methanol, filtered and again washed with methanol. The product is then dried at 50° C. to provide 2.41 g (91%). 1H NMR (400 MHz, DMSO-d6) δ 13.95 (1H), 8.9 (1H), 8.32 (1H), 8.15 (1H), 7.89 (1H), 7.39 (1H), 7.15 (1H), 4.2 (2H), 3.95 (2H), 3.6 (2H), 3.18 (3H), 2.6 (1H), 1.7 (2H), 1.05 (2H), 0.9 (3H), 0.7 (2H); m/z (ES+) 508.53

Provenance & Evidence