2,4-Dichloro-5-pyrimidinecarbonylchloride

7-Amino-8-ethyl-5-oxo-2-[4-(3-pyridin-3-ylmethylureido)phenyl]-5, 8-dihydropyrido[2, 3-d]pyrimidine-6-carboxylic Acid Methylamide (No. 53)9.1: 2, 4-Dihydroxypyrimidine-5-carbonyl Chloride In a 250 ml round-bottomed flask, under a nitrogen atmosphere, 10.0 g (64.0 mmol) of 2, 4-dihydroxypyrimidine-5-carboxylic acid are dissolved in 46 ml (500.0 mmol) of POCl11.1: 2, 4-Dichloropyrimidine-5-carbonyl chloride To POC13 (45mL, 0.07 1 mol) in a round bottom flask was added 2, 4-dihydroxypyrimidine-5-carboxylic acid(10.00 g, 0.064 mol) portion wise at 0 °C, followed by slow addition of PC15 (46.60 g, 0.229 mol). The reaction mixture was warmed to r.t. and heated to reflux for 16 h. The mixture was concentrated to dryness, slurried with DCM (30 mL), and the solid precipitated was filtered and washed with DCM (2 x 20 mL). The filtrate was evaporated under reduced pressure to afford the title compound (13.900 g, 99percent) as a yellow oil. ‘H NMR (400 MHz, CDC13): ö 9.25 (s, 1H).To a solution of 2, 4-dihydroxypyrimidine-5- carboxylic acid (5.0 g, 32.0 mmol) in POCI5.1.32 To a 50 ml three-necked flask was added successively the crude product (0.6 g, 3.1 mmol) in the previous step, Thionyl chloride (10 ml) and heated to 80 ° C for 4 hours.Concentrated to dryness under reduced pressure to give 0.6 g of 2, 4-dichloro-5-pyrimidinecarboxylic acid chloride in a yield of 90percentProcedure 6 - Preparation of 2, 4-dichloro-pyrimidine-5-carbonyl chloride :; A mixture of 30, 0 g (192 mmol) 5-carboxyuracil, 44, 8 ml (480 mmol) phosphorus oxychloride and 132, 0 g (634 mmol) phosphorus pentachloride is stirred under A mixture of 30, 0 g (192 mmol) 5-carboxyuracil, 44, 8 ml (480 mmol) phosphorus oxychloride and 132, 0 g (634 mmol) phosphorus pentachloride is stirred under argon for 6 hours at 115° C. The mixture is then stirred overnight at room temperature. The mixture is filtered and the filter cake then washed with toluene. The filtrate is first concentrated on the rotary evaporator. The residue obtained is then purified by vacuum distillation (80-90° C. at 0, 15 mbar). 26, 0 g (123 mmol; corresponding to 64percent of theory) of the product is obtained.4a

Molecular Weight:211.43
XLogP3:2.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:209.915446
Monoisotopic Mass:209.915446
Topological Polar Surface Area:42.8
Heavy Atom Count:11
Complexity:166
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes