Introduction of a new synthetic route about 2-Methoxypyrimidine-5-carbaldehyde

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Product Details of 90905-32-1, blongs to pyrimidines compound. Product Details of 90905-32-1

To a stirred solution of 4-bromothiazole (50.0 mg, 0.3 05 mmol) in THF (2 mL) under nitrogen atmosphere was added n-butyllithium (2.5 molar solution in hexane) (0.183 mL, 0.45 7 mmol) at – 78 C. Resulting pale yellow solution was stirred at -78 C for 30 mm. Then, 2- methoxypyrimidine-5-carbaldehyde (37.9 mg, 0.274 mmol) in 0.5 mL THF was added and the reaction mixture was stirred at -78 C for 1 h. Reaction was quenched with water (2 mL) anddiluted with ethyl acetate (5 mL). The organic layer was separated, washed with brine, dried over anhydrous sodium sulphate and evaporated under vacuum to get the crude product. The crude product was purified by combiflash chromatography (4 g Redisep Si02 column, eluting with 72% EtOAc in n-hexanes) to afford the title compound 143A (30 mg, 32%) as a pale yellow oil. LC-MS retention time = 0.84 mm; m/z = 304.0 [M+Hf AQUITY UPLC BEH C18 (3.0 x 50mm)1.7 micron column; Mobile Phase A: 5 mM ammonium acetate in 95% Water/ 5% ACN; Mobile Phase B: 5 mM ammonium acetate in 5% Water/ 95% ACN; Gradient time 1.7 mm. 20% B to 90% B over 1.7 mm. Flow rate 0.7 mL/min; Detection: UV at 220 nm. 1H NMR (400 MHz, CD3OD) oe ppm 8.63 (s, 2H), 7.55 (s, 1H), 6.05 (s, 1H), 4.03 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; DEVASTHALE, Pratik; YE, Xiang-Yang; SELVAKUMAR, Kumaravel; DHANUSU, Suresh; BALASUBRAMANIAN, Palanikumar; GUERNON, Leatte R.; CIVIELLO, Rita; HAN, Xiaojun; PARKER, Michael F.; JACUTIN-PORTE, Swanee E.; (290 pag.)WO2018/89353; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia