Category: 26156-51-4

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. 26156-51-4, name is Methyl 2-methoxyisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H9NO3

To a 100-mL round-bottomed flask was added methyl 2- methoxyisonicotinate (2.04 mL, 14.12 mmol, Aldrich, St. Louis, MO) and borane methyl sulfide complex (4.02 mL, 42.4 mmol, Aldrich, St. Louis, MO) in THF (30 mL). The reaction mixture was stirred at 70 C for 18 h, cooled to 0 C and quenched by the addition of MeOH (5 mL), followed by IN NaOH (20 mL). The reaction mixture was extracted with EtOAc (2 x 50 mL), the organic extract was washed with saturated NaCl (20 mL) and dried over Na2S04. The solution was filtered and concentrated in vacuo to give the crude material as a light-yellow oil. The crude product was purified by silica gel chromatography, eluting with 60% EtOAc/hexanes to give (2-methoxy-4-pyridinyl)methanol (1.56 g) as colorless oil.

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Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 26156-51-4, 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. 26156-51-4, name is Methyl 2-methoxyisonicotinate, molecular formula is C8H9NO3, 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.

B) (2-methoxypyridin-4-yl)methanol To a suspension of lithium aluminum hydride (2.92 g) in diethyl ether (200 mL) and THF (50 mL) was added dropwise a solution of methyl 2-methoxyisonicotinate (8.57 g) in diethyl ether (50 mL) at 0C, and the reaction mixture was stirred at 0C for 20 min. Water (3.0 mL), 4N aqueous sodium hydroxide solution (3.0 mL) and water (9.0 mL) were successively added to the reaction mixture at 0C, and the mixture was stirred at room temperature for 15 min. The resulting white precipitate was filtered off, and the solvent in the filtrate was evaporated under reduced pressure to give a crude product of the title compound (6.74 g) as a pale-yellow oil.

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Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem