Category: 884494-81-9

Electric Literature of 884494-81-9, 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.884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine, molecular formula is C6H5BrFNO, molecular weight is 206.01, as common compound, the synthetic route is as follows.

PREPARATION 10; (5-Fluoro-2-methoxypyridin-3-yl)boronic acid n-Butyllithium (1.6 M solution in hexanes, 20 mL, 32 mmol) was slowly added (0.4 mL/min) to a solution of 3-bromo-5-fluoro-2-methoxypyridine (6.0 g, 29.12 mmol) and triisopropylborate (8.4 mL, 36.62 mmol) in dry tetrahydrofuran (70 mL) at -100 C under argon atmosphere. The reaction mixture was stirred at -100 C for 2 hours and afterwards the temperature was allowed to warm up slowly overnight to ambient temperature before being cooled down to 0 C. Aqueous hydrochloric acid (1 N solution, 120 mL) was slowly added and the mixture was stirred at 0 C for 1 hour. A solution of sodium hydroxide (32% in water) was then added until pH was around 6 and the resulting mixture was extracted with diethyl ether (chi3). The combined organic layers were dried over magnesium sulphate and the solvent removed under reduced pressure to yield the title compound (3.28 g, 66%) as a white solid. X LRMS (m/z): 172 (M+1)+.1H-NMR delta (300 MHz, CDCI3): 4.04 (s, 3H), 6.00 (s, 2H), 7.88 (dd, 1 H), 8.09 (d,1 H).

The chemical industry reduces the impact on the environment during synthesis 884494-81-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALMIRALL,S.A.; GONZALEZ RODRIGUEZ, Jacob; VIDAL JUAN, Bernat; VIDAL GISPERT, Laura; BACH TANA Jordi; WO2012/69202; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5BrFNO

To a solution of 18.0 g (87.4 mmol) of 3-bromo-5-fluoro-2-methoxypyridine in 63 mL of anhydrous THF was added 67.0 mL (87.1 mmol, 1 .3 M in THF) of i-PrMgCI LiCI slowly at 0 C. The mixture was stirred at rt under Ar atmosphere for 4 h.To a stirred solution of 12.6 g (43.6 mmol) of compound 17-1 in 10 mL of DCM was added 130 mL of the above Grignard reagent (-0.4 M in THF) at -78 C. The mixture was stirred at rt under Ar atmosphere overnight, then quenched by addition of 200 mL of saturated NH4CI at 0 C. The organic phase was separated, dried over anhydrous Na2S04. After filtration, the filtrate was concentrated to afford a residue, which was purified by Ci8column eluting with 0 to 30 % gradient of ACN in H20 (0.5 % NH4HCO3) to afford compound 17-2. LC-MS: m/e = 417 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 884494-81-9.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884494-81-9, 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.884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine, molecular formula is C6H5BrFNO, molecular weight is 206.01, as common compound, the synthetic route is as follows.

A solution 3-bromo-5-fluoro-2-methoxypyridine (4.00 g, 19.4 mmol), 2-(but-3-ynyl)isoindoline-1,3-dione (3.87 g, 19.4 mmol) and TEA (10.8 mL, 78 mmol) in DMF (40 mL) was degassed with argon. After addition of Pd(PPh3)4 (1.12 g, 0.971 mmol) and CuI (0.370 g, 1.94 mmol), the reaction mixture was heated at 90 C. for 2 hours and cooled to room temperature. After addition of MeOH, a precipitated solid was collected by filtration. The solid was washed with MeOH and dried under vacuum to afford 2-(4-(5-fluoro-2-methoxypyridin-3-yl)but-3-ynyl)isoindoline-1,3-dione (5.80 g, 92%) as a white fluffy solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 2.90 (2H, t, J=6.8 Hz), 3.85 (3H, s), 3.99 (2H, t, J=6.8 Hz), 7.34 (1H, dd, J=7.6, 2.4 Hz), 7.73-7.75 (2H, m), 7.87-7.89 (3H, m).

The chemical industry reduces the impact on the environment during synthesis 884494-81-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-5-fluoro-2-methoxypyridine

To a solution of 5.0 g (24 mmol) 3-bromo-5-fluoro-2-methoxypyridine in 200 mL of toluene were added 5.2 g (31 mmol) of methyl pyrrolidine-2-carboxylate hydrochloride, 3.0 g (4.9 mmol) of BINAP, 31 .6 g (97.0 mmol) of Cs2C03and 2.5 g (2.4 mmol) of Pd2(dba)3CHCI3. The mixture was stirred at 90 C overnight under nitrogen atmosphere. It was diluted with 200 mL of ethyl acetate, washed with three 50 mL portions of water, and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated under reduced pressure to afford a residue, which was purified by chromatography on silica gel column eluting with 18 % of ethyl acetate in petroleum ether to afford compound 16-1 . LC-MS: m/e = 255 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 884494-81-9, 3-Bromo-5-fluoro-2-methoxypyridine.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 884494-81-9 ,Some common heterocyclic compound, 884494-81-9, molecular formula is C6H5BrFNO, 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.

3,5-Dimethyl-isoxazole-4-sulfonic acid 4-(5-fluoro-2-methoxy-pyridin-3-yl) benzylamide Di-tert-butyl dicarbonate (3.5 g, 16 mmol) and triethylamine (13 ml, 9.4 mmol) were added to a stirred solution of 4-aminomethylphenylboronic acid (3 g, 16 mmol) in tetrahydrofuran (100 ml). The reaction was stirred under reflux for 1 hour, then the solvent evaporated and the residue partitioned between water and ethyl acetate. The organic phase was concentrated under reduced pressure to give tert-butoxycarbonylaminomethyl-4-phenyl-boronic acid (2.67 g, 10.6 mmol) as a white solid. Toluene (16 ml), ethanol (4 ml), 2M sodium carbonate solution and tetrakis(triphenylphosphine) palladium (0) were added to tert-butoxycarbonylaminomethyl-4-phenyl-boronic acid (1.349 g, 5.4 mmol) and 3-bromo-5-fluoro-2-methoxy-pyridine (0.505 g, 2.45 mmol) and the mixture stirred under reflux for 24 h. Water was added and the mixture extracted with ethyl acetate. The organic phase was separated and the solvent evaporated. The residue was purified on silica gel eluting with 3:1 heptane/ethyl acetate to give [4-(5-fluoro-2-methoxy-pyridin-3-yl-benzyl]-carbamic acid-tert-butyl ester as a yellow oil. Trifluoroacetic acid (2 ml, 0.026 mmol) was added to a solution of [4-(5-fluoro-2-methoxy-pyridin-3-yl-benzyl]-carbamic acid-tert-butyl ester (0.8 g, 2.41 mmol) in dichloromethane (4 ml) and the reaction mixture stirred for 2 h. The solvent was evaporated and the residue partitioned between water and ethyl acetate. The organic phase was separated and the solvent evaporated to give 4-(5-fluoro-2-methoxy-pyridin-3-yl)-benzylamine. The title compound was prepared in a similar manner to N-[1-(2-allyl-5′-fluoro-2′-methoxy-biphenyl-4-yl)-ethyl]-3,4-difluoro-benzenesulfonamide (Example 34) using 4-(5-fluoro-2-methoxy-pyridin-3-yl)-benzylamine and 3,5-dimethyl-isoxazole-4-sulfonyl chloride. MS (ESI) m/z: 392 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 884494-81-9, 3-Bromo-5-fluoro-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. Organon; Pharmacopeia Drug Discovery Inc.; US2007/149577; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem