With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.
As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C4H3ClN2
Methyl 5-methyl-2-pyrimidin-2-ylbenzoate (B-3)A solution of 13^2 (4.38 kg5 15.84 mol) from the previous reaction was charged in a visually clean 100 L reactor equipped with a mechanical stirrer and a thermocouple. The mixture was solvent switched to 2-MeTHF (35 L). This was followed by addition of 2- chloropyrimidine (2.18 kg, 19.01 mol) (endothermic 19 to 140C) and sodium carbonate (5.04 kg, 47.5 mol). To this stirring suspension was added water (11.67 L) (exothermic 15-240C). The thick slurry was degassed with N2 for 40 minutes after which PdCl2(dppf)-CH2Cl2 adduct (0.518 kg, 0.634 mol) was added which causes the reaction to become black. The internal temperature was set to 74 0C and aged for 16 h. An aliquot was taken for HPLC analysis and revealed near complete consumption of the starting boronate (>97% conv.). The reaction was cooled to room temperature, and 12 L of water and 24 L of MTBE were added while maintaining stirring for 10 minutes. This solution was filtered on Solka-Floc and transferred to a 100 L extractor. The flask was further rinsed with 4 L of both MTBE and water (x2) and then another 4 L of MTBE. The layers were cut and the aqueous layers were back-extracted with 21.5 L of MTBE. Assay of the organic layers showed the biaryl ester (2.76 kg, 12.09 mol, 76 % yield). The organics were reloaded into the extractor and 1.26 kg of activated carbon (Darco KB-G grade) was added and the mixture was stirred for 2 h and then filtered over Solka-FIoc. The filter cake was washed with 3 x 10 L of MTBE. Heavy metal analysis revealed 427-493 ppm of Pd and 882-934 ppm of Fe. Assay was 2.381 kg of EbI (66% overall, 86% recovery from DARCO). Data for B^: lH NMR (500MHz, CDCI3, 293K, TMS): 8.78 (d, J – 4.87 Hz, 2 H); 7.97 (d, J = 7.93 Hz, 1 H); 7.51 (s, 1 H); 7.39 (d, J = 7.99 Hz, 1 H); 7.19 (t, J = 4.88 Hz, 1 H); 3.75 (s, 3 H); 2.44 (s, 3 H).
With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.
Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia