5-Pyrimidinecarboxaldehyde, 2,4-dichloro-

Preparation No.1: 2, 4-Dichloropyrimidine-5-carbaldehyde; A solution of isopropyl magnesium chloride lithium chloride complex in THF (2M, 184 mL, 368 mmol) was added drop-wise over about 30 min to a 2 L round-bottomed flask charged with a solution of 5-bromo-2, 4-dichloropyrimidine (49.6 g, 218 mmol) in THF (1000 mL) at about -78 °C. The reaction was allowed to stir at about -78 °C for about 30 min. Morpholine-4- carbaldehyde (75.0 g, 653 mmol) was then added drop-wise at about -78 °C over about 30 min. The reaction was allowed to stir for about 30 min at about -78 °C then allowed to warm to about - 35 °C and stirred for about 30 min. Aqueous HCl (IN, 250 mL) and EtUnder nitrogen in a dry 250mL three flask was added 74 (10.00g, 43.9mmol) and tetrahydrofuran (100.0mL), - 78 slowly added dropwise isopropylmagnesium chloride lithium chloride complex solution (2M) (24.2mL, 48.3mmol), - for half hour at 78 --35 , DMF is then slowly added dropwise at -78 (9.6g, 131.6mmol), followed by stirring at -35 4 hours. The reaction with saturated ammonium chloride solution was quenched at -78 deg.] C, the reaction solution was diluted with 100.0mL of water, extracted twice with 200 mL of ethyl acetate, the organic phases combined, dried over anhydrous sodium sulfate, the solvent was spin-dried compound 75 (2.1g , 31percent) as a white solid.Example 17 In the reaction flask, the solvent DMF (560 mL) was added, the temperature was lowered to 5 ° C, and phosphorus oxychloride (153 g) was slowly added dropwise, and the reaction temperature of the mixed system was controlled not to exceed 5 ° C, and the phosphorus oxychloride was added dropwise. Add boric acid (30.9g), stir for 30min, then add uridine 112g (1mol) in solid form to the above mixed system, control the reaction temperature not to exceed 5 ° C, stir for 2h, slowly warm to room temperature and continue to stir the reaction until The raw materials disappeared. Then, 560 mL of phosphorus oxychloride was added to the reaction system and the temperature was raised to reflux for 6 hours, then phosphorus oxychloride was recovered, and the residue was poured into a rapidly stirred ice water mixture to precipitate 2, 4-dichloro-5-pyrimidine formaldehyde solid. 170 g, yield 96.6percent, purity 99.4percent.

Molecular Weight:176.99
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:175.9544181
Monoisotopic Mass:175.9544181
Topological Polar Surface Area:42.8
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes