Ethyl 4-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylateA 100 mL round-bottomed flask was charged with ethyl -4-hydroxy-6-methyl-2- (methylthio)pyrimidine-5-carboxylate (6.49 g, 28.4 mmol) in 14 mL POClIntermediate 3Ethyl 4-chloro-6-methyl-2-(methylthio)-5-pyrimidinecarboxylateA round bottom flask was charged with ethyl 4-methyl-2-(methylthio)-6-oxo-1 , 6-dihydro-5- pyrimidinecarboxylate (6 g) and phosphorus oxychloride (30 ml.) and heated to reflux for 3 h. The phosphorus oxychloride was removed under vacuum. The residue was chromatographed (silica gel, eluting with methylene chloride) to afford the product (5.73 g, 87percent yield).MS: M(CPreparation 15Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate Ethyl 4-hydroxy-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (0.2 g, 0.876 mmol), tetraethylammonium chloride (0.145 g, 0.876 mmol), and N, N-dimethylaniline (0.112 mL, 0.876 mmol) were dispersed in acetonitrile (10 mL). The reaction mixture was stirred briefly followed by the addition of phosphorous oxychloride (0.204 mL, 2.190 mmol). The reaction was heated at 100° C. for 4 h. The solvent was subsequently removed in vacuo. The residue was poured onto ice to give an off-white oil, which was extracted with DCM (2.x.15 mL), and dried over anhydrous NaA mixture of compound C (60 g; 0.263 mol) and POCl

Molecular Weight:246.71
XLogP3:2.6
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:246.0229765
Monoisotopic Mass:246.0229765
Topological Polar Surface Area:77.4
Heavy Atom Count:15
Complexity:230
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes