Ethyl 4-pyrimidinecarboxylate

General Procedure 8Intermediate 23; [0245] Thionyl chloride (3.55mL, 48.4 mmol, 3 eq) was added drop-wise to a solution of pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with saturated aqueous NaHC0General Procedure 13 was followed in the preparation of Intermediate 19. 2129 General Procedure 13 2131 Intermediate 19 2132 [0243] Thionyl chloride (3.55mL, 48.4 mmol, 3 eq) was added dropwise to a solution of 2133 pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture 2134 was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with 2135 saturated aqueous NaHC0General Procedure 8 Thionyl chloride (3.55 mL, 48.4 mmol, 3 eq) was added drop-wise to a solution of pyrimidine-4-carboxylic acid (2 g, 16.1 mmol) in EtOH (15 mL) and the resulting mixture was heated to reflux for 14 h. The mixture was then cooled to RT and made alkaline with saturated aqueous NaHCOTriethylamine (48.03 g, 0.475 mmol) was added to a. solution of ethyl 2, 6-dichloropyrimidine-4-carboxylate (38.60 g, 0.175 mmol) in tetrahydrofuran (700 ml). 5percent Palladium-carbon was added and the mixture was stirred under Triethylamine (48.03 g, 0.475 mmol) was added to a solution of ethyl 2, 6-dichloropyrimidine-4-carboxylate (intermediate 4, 38.60 g, 0.175 mmol) in tetrahydrofuran (700 ml). The solution was added with Palladiunrcarbon(5percent) , and stirred under a hydrogen atmosphere for 6 hours. The solid in the reaction system was removed by filtration, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give ethyl pyrimidine-4-carboxylate (intermediate 5_, 23.06 g, 87percent).1H NMR (CDCl3) ' : 1.46 (3H, t, J=7.1 Hz), 4.52 (2H, q, J=7.1 Hz), 8.03 (IH, dd, J=1.7, 5.0 Hz), 9.00 (IH, d, J=5.0 Hz), 9.42 (IH, d, J=1.4 Hz) MS: [M+H]+ = 153 Melting point : 36.8 CTriethylamine (48.03 g, 0.475 mmol) was added to a solution of ethyl 2, 6'dichloropyrimidine-4-carboxylate (intermediate 4, 38.60 g, 0.175 mmol) in tetrahydrofuran (700 ml). The solution was added with Palladium-carbon(5percent) , and stirred under a hydrogen atmosphere for 6 hours. The solid in the reaction system was removed by filtration, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give ethyl pyrimidine-4-carboxylate (intermediate 5, 23.06 g, 87percent). iH NMR (CDCl

Molecular Weight:152.15
XLogP3:0.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:152.058577502
Monoisotopic Mass:152.058577502
Topological Polar Surface Area:52.1
Heavy Atom Count:11
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes