Category: 82257-09-8

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 82257-09-8, name is 3-Bromo-4-methoxypyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

A mixture of Compound 4 (150 mg, 414.11 mumol, 1 eq), 3-bromo-4-methoxy-pyridine (77.86 mg, 414.11 mumol, 1 eq), Pd(PPh3)2Cl2 (29.07 mg, 41.41 mumol, 0.1 eq), Na2CO3 (87.78 mg, 828.21 mumol, 2 eq) in dioxane/H2O (10 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 110 C. for 3 hr under N2 atmosphere. The reaction mixture was diluted with H2O (20 mL), then the mixture was extracted with EA (20 mL*3). The combined organic layers were washed with brine (20 mL*2), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Silica gel, Petroleum ether/Ethyl acetate=0:1). Then the residue was purified by prep-HPLC (column: Phenomenex Gemini 150*25 mm*10 um; mobile phase: [water (10 mM NH4HCO3)-ACN]; B %: 24%-54%, 10 min). Example 55 (23 mg, 63.63 mumol, 15% yield, 95% purity) was obtained as a light yellow solid. 1H NMR (400 MHz, CDCl3) delta=1.33-1.44 (m, 1H), 1.91-2.13 (m, 2H), 3.94 (s, 3H), 4.79-5.05 (m, 1H), 6.96 (d, J=5.87 Hz, 1H), 7.63 (dd, J=8.38, 1.65 Hz, 1H), 7.87 (d, J=8.44 Hz, 1H), 8.02 (d, J=1.47 Hz, 1H), 8.51-8.55 (m, 2H), 10.35 (br s, 1H); LCMS (electrospray) m/z 344.3 (M+H)+.

The synthetic route of 82257-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 1ST Biotherapeutics, Inc.; LEE, Jinhwa; KIM, Jae Eun; JO, Suyeon; LEE, Gwibin; LIM, Keonseung; PARK, A Yeong; KIM, Misoon; JUNG, Gyooseung; LIM, Seung Mook; LEE, Minwoo; YANG, Heekyoung; KIM, Hyonam; KIM, Hyeongjun; LI, Wanjun; FAN, Mingzhu; (82 pag.)US2019/100500; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 82257-09-8, name is 3-Bromo-4-methoxypyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 82257-09-8

To a stirred solution of tert-butyl 4-[(2-{[6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 Hbenzimidazol-2-yl]amino}pyridin-4-yl)methyl]piperazine-1 -carboxylate (400 mg, 748 pmol) and 3-bromo-4-methoxypyridine (169 mg, 898 pmol) in dioxane (4 mL) and water (0.7 mL) wasadded sodium carbonate (238 mg, 2.25 mmol) and Pd(dppf)Cl2. CH2CI2 (91.7 mg, 112 pmol). The mixture was heated to reflux for 24 h. Further 3-bromo-4-methoxypyridine (70 mg) was added and the mixture was heated to reflux for 24 h. Dichioromethane was added, the mixture was dried (magnesium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 16.0 mg (4% yield) of the title compound as a crude product that wasused without further purification.LC-MS (Method 2): R = 1.20 mm; MS (ESIpos): m/z = 516 [M+H]1H-NMR (400 MHz, CHLOROFORM-d) oe [ppm]: 1.261 (0.74), 1.468 (16.00), 2.330 (1.89),3.394 (1.99), 3.444 (1.92), 3.927 (1.16), 6.927 (0.58), 6.941 (0.64), 6.953 (0.79), 6.965 (0.70),7.081 (1.09), 8.283 (0.78), 8.296 (0.74), 8.483 (0.57), 8.497 (0.56), 8.540 (1.04).

The synthetic route of 82257-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem