Ethyl Acetate → HCID 178516345, compound

Participants

Reaction Steps

151 mg of 1,2-diamino-4-fluorobenzene are added to a solution of 261 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate in 8 ml of methanol. The resulting mixture is stirred at ambient temperature for 5 minutes and then 354 mg of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholin-4-ium chloride hydrate are added. The resulting mixture is thus stirred for 30 minutes at ambient temperature. The reaction mixture is then concentrated to dryness under reduced pressure, and the residue is then taken up in 30 ml of acetic acid. The reaction mixture is brought to reflux for 1 hour, and then concentrated under reduced pressure. 30 ml of water are then added and a saturated aqueous solution of sodium bicarbonate is added until a pH in the region of 7 is obtained. 20 ml of ethyl acetate are then added and the resulting mixture is stirred for 1 hour. The precipitate formed is filtered off and subsequently purified by silica gel column chromatography, elution being carried out with a gradient of the eluent CH2Cl2/MeOH: 80/20 in dichloromethane of 0% to 100% in 25 minutes. 140 mg of 2-[(5-fluoro-1H-benzimidazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of an off-white solid, the characteristics of which are the following:

Provenance & Evidence