Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5HCl3N2O
To a solution of bicyclo[1 .1 .1 ]pentan-1 -amine (1-146) (4 g, 48.2 mmol) in dry THF (300 mL) was added in portions NaH (60% in oil, 5.8 g, 145 mmol) at 0 C under a nitrogen atmosphere. After the addition was completed, the mixture was stirred at 0 C for 30 min. 2,6-dichloropyrimidine-4- carbonyl chloride (1-158) (70% of purity, 21 .8 g, 72.3 mmol) was added dropwise into the reaction mixture. Upon completion of the addition, the reaction mixture was stirred at room temperature for 2 hr. TLC (petroleum ether/EtOAc = 10:1 , Rf ~ 0.6) indicated the reaction was complete. The mixture was quenched by adding AcOH (~40 mL) dropwise at 10 C. The reaction mixture was then filtered off, and washed with EtOAc (100 mL). The filtrate was concentrated. The residue was first neutralized (until no more bubbles formed) with saturated NaHCOs, and then filtered off. The filtrate was extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with brine (2 x 200 mL), dried over Na2S04, and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether to petroleum ether/EtOAc = 300:1 , Rf ~ 0.6 in 10 : 1 petroleum ether/EtOAc) to give N- (bicyclo[1 .1 .1 ]pent-1 -yl)-2,6-dichloropyrimidine-4-carboxamide (1-124) (6.5 g, 47%) as a yellow gum, which was used without further purification.
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Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
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