Category: 74115-13-2

74115-13-2, 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.74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.

General procedure for Mitsunobu Reaction (Method A). To a mixture of 5-Bromo-3- pyridinol (1.2 equiv) and Ph3P (1.6 equiv) in anhydrous THF taken in a flame-dried flask under N2, N-Boc protected alcohol (1 equiv) was added and the mixture was cooled to – 10 C. Diethyl azodicarboxylate (40% w/v) in toluene (1.6 equiv) was added dropwise to the mixture and was warmed gradually to the room temperature. After 48 h, the reaction mixture was quenched with 1 mL of water and the solvent was removed under reduced pressure. The resulting yellow oil was purified by column chromatography on silica gel to yield 55-60% as a white solid. Example 3(S)-tei”i-butyl-2-((5-bromopyridin-3-yloxy)methyl)azetidine-l-carboxylate (VMY-2-3): Method A was used. Yield 55% (white solid). 1H NMR (400 MHz, CDC13) ? 8.25 – 8.19 (m, 2H), 7.36 (s, 1H), 4.44 (d, J= 5.3, 1H), 4.32 – 4.20 (m, 1H), 4.06 (dd, J = 2.8, 10.1, 1H), 3.81 (t, J= 7.5, 2H), 2.36 – 2.14 (m, 2H), 1.36 (s, 9H). 13C NMR (100 MHz, CDC13 ) ? 156.07,155.41, 143.13, 136.65, 124.02, 120.28, 79.76, 69.00, 59.92,47.14, 28.37, 18.95.HRMS (ESI): exact mass calcd for Ci4Hi9BrN203 [M+H]+, 343.0657, found 343.0670.

Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.

Reference:
Patent; GEORGETOWN UNIVERSITY; DUKE UNIVERSITY; BROWN, Milton, L.; PAIGE, Mikell, A.; XIAO, Yingxian; KELLAR, Kenneth, J.; YENUGONDA, Venkata, Mahidhar; LEVIN, Edward, D.; REZVANI, Amir, H.; WO2013/71067; (2013); 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. 74115-13-2, name is 5-Bromo-3-pyridinol, the common compound, a new synthetic route is introduced below. 74115-13-2

Caesium carbonate (6.52 g, 20.0 mmol) was added to a stirred solution of 5-bromopyridin-3-ol (1.74 g, 10 mmol) in DMF (25 mL). The reaction mixture was stirred at 60 C for 30 minutes, then benzyl bromide (2.05 g, 1.43 mL, 12 mmol) was added. The reaction mixture was stirred at 60 C for 2 hours. The reaction mixture was cooled to room temperature and partitioned between diethyl ether (100 mL) and water (50 mL). The organic phase was separated, dried and evaporated. The residue was purified by chromatography on silica gel eluting with dichloromethane to give 3-(benzyloxy)-5- bromopyridine (1.17 g, 4.43 mmol, 44.3% yield) as an orange solid. LCMS (2 min, Formic Acid): Rt = 1.15 min, MH+ = 264/266

The synthetic route of 74115-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; BAMBOROUGH, Paul; BIT, Rino, Antonio; BROWN, John, Alexander; CAMPBELL, Matthew; LINDON, Matthew, John; SHIPLEY, Tracy, Jane; THEODOULOU, Natalie, Hope; WELLAWAY, Christopher, Roland; WESTAWAY, Susan, Marie; WO2014/78257; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

74115-13-2, 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. 74115-13-2, name is 5-Bromo-3-pyridinol, the common compound, a new synthetic route is introduced below.

Step 2: Synthesis of 3-bromo-5-(2-fluoroethoxy)pyridine A solution of 1.0 g (5.75 mmol) 3-bromo-5-hydroxypyridine, 1.85 g (13.2 mmol) K2CO3, and 2.25 g (10.3 mmol) 2-fluoroethyl tosylate in 14 mL DMF was heated overnight at 60C. After cooling to room temperature the solvent was stripped on the oil pump, and the residue was taken up in 100 mL water and extracted three times each with 50 mL chloroform. After stripping the solvent the crude product was obtained, which was purified by column chromatography: 1: 500 mL CH2Cl2 2: CH2Cl2/CH3OH 98/2 1.04 g (4.73 mmol, 82.2% yield) of a yellow liquid was obtained. Product characteristics: Thin-layer chromatography (silica gel): Rf 3-bromo-5-hydroxypyridine (CH2Cl2) = 0.05 Rf 3-bromo-5-(2-fluoroethoxy)pyridine (CH2Cl2) = 0.25 1H-NMR (CDCl3): delta = 8.28 (d, 1H), 8.22 (d, 1H), 7.30 (t, 1H), 4.75 (t, 1H), 4.60 (t, 1H), 4.28 (t, 1H), 4.17 (t, 1H)

Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.

Reference:
Patent; Julius-Maximilians-Universitaet Wuerzburg; EP2394668; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem