4(1H)-Pyrimidinone,2-ethyl-6-hydroxy-(9CI)

Reference Example 29 Production of 2-ethylpyrimidine-4, 6-diol To a solution of the compound of Reference Example 28 (11 g, 99 mmol) in methanol (20 mL) was added 28percent methanol solution (57 g, 296 mmol) of sodium methoxide, and the mixture was stirred at room temperature for 10 min. Diethyl malonate (15 mL, 99 mmol) was added dropwise thereto, and the mixture was further stirred at room temperature for 16 hr. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in water, and the solution was acidified with concentrated hydrochloric acid. The precipitated solid was collected by filtration, washed with water and diethyl ether and dried to give the title compound (9.3 g, 67percent) as white crystals. 5.2 Sodium (1.27 g, 55.3 mmcl) was added to anhydrous methanol (50 mL) under ice bath. Once sodium was completely dissolved propionimidamide hydrochloride (2.00 g, 18.4 mmol)was added and the reaction mixture was stirred for 15 mm. Then diethyl malonate (3.80 g, 23.9 mmcl) was added dropwise. The reaction mixture was warmed to ri and stirred for 4 hrs. The mixture was concentrated under vacuum. The resulting residue was dissolved in water (120 mL) and the solution was acidified with conc. HCI to pH = 5. The mixture was filtered and the solid was collected. The solid was successively washed with H20 (15 mL), isopropanol (10 ml) and PE (10 ml), and dried under vacuum to afford the title compound(0.96 g, yield: 38percent) as a white solid.1H NMR (300 MHz, DMSO-d6): ö 11.59(brs, 2H), 5.01 (s, IH), 2.46(q, J 7.8 Hz, 2H), 0.97(t, J = 7.8 Hz, 3H).LC-MS: 5-95percent CH3CN in 3 mm, Rt = 0.25 mm; MS Calcd.:140, MS Found: 141 [M+H].Part B1. Part B1.

Molecular Weight:140.14
XLogP3:-0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:140.058577502
Monoisotopic Mass:140.058577502
Topological Polar Surface Area:61.7
Heavy Atom Count:10
Complexity:218
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes