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. 51957-32-5, name is 4-Chloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5ClN2
General procedure: EtOH (1.9 mL) was added into a mixture of Intermediate 1J (100 mg, 0.24 mmol), B2(OH)4 (64 mg, 0.71 mmol), XPhos-Pd-G2 (19 mg, 0.024 mmol), XPhos (23 mg, 0.048 mmol), and KOAc (70 mg, 0.71 mmol). The reaction was degassed with N2 and stirred at 80C for approximately 55 minutes. After cooling to room temperature, methyl 4- chloronicotinate hydrochloride (64 mg, 0.31 mmol) and K2C03 (1.8 M, 400 mu, 0.71 mmol) were added respectively. The reaction was degassed with N2 again, stirred at 85C for approximately 3 hours, and cooled to room temperature. The reaction was filtered through celite and washed with EtOAc (3X). The combined organic layers were washed with brine (IX), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 100% EtOAc/Hexanes) to afford the title compound (70 mg, 61%). LCMS (method A): m/z 479.5 (M+H)+. 1H NMR (CDCI3) delta 9.00 (s, IH), 8.72 (d, IH), 7.82 (d, IH), 7.77 (d, IH), 7.55 (t, IH), 7.47 (t, IH), 7.29 (m, 2H), 7.21-7.14 (m, 3H), 5.18 (s, IH), 3.77 (s, 3H), 1.68 (s, 6H).
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Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
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