Category: 120034-05-1

Related Products of 120034-05-1 , The common heterocyclic compound, 120034-05-1, name is Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, molecular formula is C7H6BrNO3, 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.

Methyl 5-bromo-2-oxo-l,2-dihydropyridine-3-carboxylate (Combi-Blocks, CAS: 120034-05-1, 0.100 g, 0.431 mmol) was dissolved in THF (4.31 mL) and added dropwise to a 0 C solution of lithium aluminum hydride (0.082 g, 2.155 mmol) in THF (4.31 mL). The reaction mixture was stirred at 0 C for 30 min, then allowed to warm to room temperature and stirred for 2.5 h. Saturated aqueous NH4CI solution (8 mL) was slowly added to the reaction mixture, followed by ethyl acetate (8 mL). The phases were separated, the aqueous phase was extracted with additional ethyl acetate (2×10 mL). The combined organic phases were dried over sodium sulfate and filtered, and excess solvent was evaporated off to afford 5-bromo-3-(hydroxymethyl)pyridin-2(lH)-one (34.1 mg, 0.159 mmol, 36.8% yield) as a white solid. LCMS MH+: 203.9. HPLC Ret. Time 0.47 min. Method Bl . NMR (400 MHz, METHANOLS) delta 7.67 (dt, J=2.7, 1.4 Hz, 1H), 7.51 (d, J=2.7 Hz, 1H), 4.49 (s, 2H).

The synthetic route of 120034-05-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 120034-05-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.120034-05-1, name is Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, molecular formula is C7H6BrNO3, molecular weight is 232.0314, as common compound, the synthetic route is as follows.

Example 30 – Preparation of Intermediate 7 [ 00261] The synthesis of Intermediate 7 followed General Procedure 8 following. General Procedure 8 Intermediate 5 Intermediate 7 [ 00262 ] To a round-bottomed flask charged with methyl 5-bromo-2-oxo- l,2-dihydropyridine-3-carboxylate (Intermediate 5, 50.0 g, 0.2154 mol, 1.0 eq) at 0 C under N2 atmosphere was added POCl3 (100 mL) dropwise. After 30 minutes the reaction mixture was warmed to 80 C and stirred for 12-15 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and poured slowly into ice cold water. It was stirred for 30 min, at which point the product precipitated out as a white solid. The solid product was filtered and vacuum dried to give desired Intermediate 7 (40.0 g, yield-94.15%). m/z 252.12 [M+2]+ 1H NMR (DMSO-de, 400 MHz) delta 8.78 (d, J = 2.5 Hz, 1H), 8.50 (d, J = 2.5 Hz, 1H), 3.89 (s, 3H) ppm.

Statistics shows that 120034-05-1 is playing an increasingly important role. we look forward to future research findings about Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; KITA, David Ben; ESTIARTE-MARTINEZ, Maria de los Angeles; PHAM, Son Minh; (244 pag.)WO2016/44662; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 120034-05-1, Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, 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, Computed Properties of C7H6BrNO3, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO3

The compound prepared in the above Step 1 (300 mg, 1.29 mmol) was dissolved in dichloromethane, and 4-fluorophenylboronic acid (543 mg, 3.88 mmol), anhydrous copper (II) acetate (469 mg, 2.58 mmol), and pyridine (0.42 mL, 5.16 mmol) were sequentially added to this solution. The mixture was stirred at room temperature for 24 hours. The mixture was filtered through a celite pad and then extracted with dichloromethane. The separated organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by column chromatography to obtain the title compound (0.14 g, yield: 36%, yellow solid). 1H NMR (500MHz, DMSO-d6) d 8.30 (s, 1H), 8.16 (s, 1H), 7.54-7.50 (m, 2H), 7.39-7.34 (m, 2H), 3.76 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120034-05-1, Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; WELLMARKER BIO CO., LTD.; LEE, Hyunho; PARK, Chun-Ho; HUR, Sun Chul; MOON, Jai-Hee; SHIN, Jae-Sik; HONG, Seung-Woo; PARK, Yoon-Sun; KIM, Joseph; LEE, Sohee; KIM, Hyojin; PARK, Hyebin; (83 pag.)WO2019/182274; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem