Extracurricular laboratory: Synthetic route of 5-Methyl-2-(pyrimidin-2-yl)benzoicacid

The synthetic route of 1088994-22-2 has been constantly updated, and we look forward to future research findings.

Related Products of 1088994-22-2 , The common heterocyclic compound, 1088994-22-2, name is 5-Methyl-2-(pyrimidin-2-yl)benzoicacid, molecular formula is C12H10N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Example 15 N-ethyl-N-{2-[4-(5-fluoropyridin-2-yl)-1H-pyrazol-1-yl]ethyl}-5-methyl-2-(pyrimidin-2-yl)benzamide DIPEA (0.28 mL, 1.6 mmol) was added to a solution of the compound (0.15 g, 0.64 mmol) obtained in Reference Example 2 in CHCl3 (3 mL) at room temperature. 5-Methyl-2-(pyrimidin-2-yl)benzoic acid (0.18 g, 0.83 mmol) and propylphosphonic acid anhydride (cyclic trimer) (50% solution in EtOAc (approximately 1.7 mol/L), 1.1 mL, 1.9 mmol) were added to the reaction solution under cooling in ice water. The resultant mixture was stirred at room temperature for 1 hour and further stirred in an oil bath with a temperature of 50 C. for 3 hours. After standing to cool to room temperature, water was added thereto, followed by extraction with CHCl3. The organic layer was washed with brine. Then, the organic layer was dried over Na2SO4, and the desiccant was filtered off. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified by column chromatography (KP-NH 28 g, hexane/EtOAc=70/30?0/100) and further purified by HPLC to obtain the title compound (0.069 g) (colorless amorphous). LCMS retention time 4.37 min. (Condition 1) MS (ESI pos.) m/z: 431 [M+H]+

The synthetic route of 1088994-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Nozawa, Dai; Suzuki, Ryo; Futamura, Aya; Shimono, Rie; Abe, Masahito; Ohta, Hiroshi; Araki, Yuko; US2013/281465; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia