The origin of a common compound about 2-Bromo-6-(chloromethyl)pyridine

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Related Products of 727356-19-6, 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.727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

To a solution of (4-fluoro-phenyl)-carbamic acid terf-butyl ester (60144-53-8, 750 mg, 3.55 mmol) in tetrahydrofuran (10 mL) was added sodium hydride (60% dispersion in mineral oil, 150 mg, 3.9 mmol). After 30 minutes, tetra-n-butylammonium iodide (51 mg, 0.36 mmol) and 2-bromo-6-chloromethyl-pyridine (804 mg, 3.9 mmol) was added to the reaction and the mixture was heated to 70C. After 1 hour, the reaction was cooled to room temperature, quenched with saturated sodium bicarbonate (10 ml.) and extracted with ethyl acetate (2 x 15 ml_). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (6-bromo-pyridin-2-ylmethyl)-(4-fluoro-phenyl)-carbamic acid te/t-butyl ester (700 mg, 1.84 mmol) as an oil which solidified upon standing.

Statistics shows that 727356-19-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-6-(chloromethyl)pyridine.

Reference:
Patent; WYETH; WO2008/73934; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about tert-Butyl 3-bromo-6-chloropicolinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235036-15-3, its application will become more common.

Related Products of 1235036-15-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1235036-15-3 as follows.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (5.92 g) in tetrahydrofuran (60mL)and water (30 mL) was added the crude Example 1.20.1 (4.44 g), 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamante (1.5 g), tris(dibenzylideneacetone)dipalladium(O) (927 mg) and20 K3P04(22 g). The mixture was stirred at reflux overnight, cooled, diluted with ethyl acetate (800 mL)25and washed with water and brine. The organic layer was dried over sodium sulfate, filtered, andconcentrated. The residue was purified by flash chromatography, eluting with 20% ethyl acetate inheptane followed by 5% methanol in dichloromethane, to give the title compound. MS (ESI) m/e531.1 (M+Ht.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235036-15-3, its application will become more common.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 7477-10-3

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 7477-10-3, 6-Chloro-5-nitronicotinic acid.

Related Products of 7477-10-3, 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. 7477-10-3, name is 6-Chloro-5-nitronicotinic acid, molecular formula is C6H3ClN2O4, 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.

6-(Cyclohexylamino)-5-nitronicotinic acid (57) To a solution of intermediate 56 (10.1 g, 49.9 mmol) and triethylamine (14.6 mL, 125.0 mmol) in acetonitrile (130 mL) and DMSO (25 mL) was added cyclohexylamine (13.7 mL, 100 mmol). The reaction mixture was heated to reflux (90 C.) under a nitrogen atmosphere for 20 h. The reaction mixture was cooled to rt and concentrated on a rotary evaporator and the residue was dissolved in 800 mL 1N sodium hydroxide solution. This solution was washed with dichloromethane (3*75 mL) and then made acidic (pH=5) with concentrated hydrochloric acid. The precipitated product was collected by vacuum filtration and washed sparingly with cold water to afford the HCl salt of intermediate 57 as a yellow solid (9.8 g, 65%). ESI-MS m/e 266.2 (M+1).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 7477-10-3, 6-Chloro-5-nitronicotinic acid.

Reference:
Patent; Priestley, Eldon Scott; Decicco, Carl P.; Hudyma, Thomas W.; Zheng, Xiaofan; US2003/134853; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 69045-83-6

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. 69045-83-6, 2,3-Dichloro-5-(trichloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 69045-83-6 ,Some common heterocyclic compound, 69045-83-6, molecular formula is C6H2Cl5N, 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.

After adding 26.5 g (0.1 mol) of 2,3-dichloro-5-trichloromethyl pyridine and 16 g (0.4 mol) of hydrazine hydrate 80% to the reaction kettle, 1000 ml of absolute ethanol was added and reacted at 30 C for 5 hours. Using HPLC analysis, after passing the control, The solvent is distilled off and the product is filtered under reduced pressure to give 2,3-dichloro-5-trichloromethylpyridine. The product yield is 95% and the purity is 99.15%.

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. 69045-83-6, 2,3-Dichloro-5-(trichloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Guoxing Biochemical Co., Ltd.; Gu Shunming; Zhao Weide; Fu Shenghui; Zhang Mingxiang; Zhao Guangfu; Xian Bin; (5 pag.)CN106748992; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 84487-15-0

The synthetic route of 84487-15-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 84487-15-0, 2-Bromo-5-nitropyridin-4-amine, 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, SDS of cas: 84487-15-0, blongs to pyridine-derivatives compound. SDS of cas: 84487-15-0

Step A: 5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2-bromo-5-nitro-pyridin-4-yl)-amide A solution of 2-bromo-5-nitro-pyridin-4-ylamine (62 mg, 0.28 mmol) in THF (5 mL), was treated with NaH (34 mg, 0.85 mmol) under Ar. The resulting solution was stirred for 10 min and then treated with 5-tert-butyl-2-methyl-2H-pyrazole-3-carbonyl chloride (62 mg, 0.31 mmol) in THF (1 mL). The resulting mixture was stirred at room temperature for 1 h. The resulting mixture was purified by direct application to silica preparative TLC plates (2000 micron) and eluted with 3:7 EtOAc-hexanes to yield 5-tert-butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2-bromo-5-nitro-pyridin-4-yl)-amide. 1H-NMR (400 MHz, CDCl3) delta: 11.2 (s, 1H), 9.18 (s, 1H), 9.11 (s, 1H), 6.65 (s, 1H). 4.18 (s, 1H), 1.34 (s, 9H).

The synthetic route of 84487-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLAYER, Mark R.; Calvo, Raul; Chen, Jinsheng; Meegalla, Sanath; Parks, Daniel; Parsons, William; Ballentine, Scott; Branum, Shawn; US2011/218197; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 89364-04-5

According to the analysis of related databases, 89364-04-5, the application of this compound in the production field has become more and more popular.

Electric Literature of 89364-04-5, 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. 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

A solution of 3-(4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)propan-l-ol (A) (1.65 g, 6.29 mmol), 3-bromo-4- nitropyridine (B) (1.16 g, 5.72 mmol), Na2C03 (1.52 g, 14.3 mmol), and Pd(PPh3)4 (330 mg, 0.286 mmol) in 1,4-dioxane (40 mL) and H20 (10 mL) was stirred at 110 C for 16 h before it was quenched with NH4C1 (sat. aq., 100 mL). The resulting mixture was extracted with CH2C12 (3 x 80 mL), the combined organic phases were dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography to give the title compound (950 mg, 3.68 mmol, 64% yield).

According to the analysis of related databases, 89364-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael S.; HAGGARTY, Stephen J.; CAI, Quan; TELO BAPTISTA LIMA DA SILVA, Maria Catarina; ZHANG, Tinghu; FERGUSON, Fleur M.; (220 pag.)WO2019/14429; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 17117-17-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17117-17-8, its application will become more common.

Application of 17117-17-8, 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. 17117-17-8, name is 3-Bromo-5-ethoxypyridine. A new synthetic method of this compound is introduced below.

b 3-Ethoxy-5-triethoxyprop-1-ynyl-pyridine The title compound was synthesised from 3-bromo-5-ethoxy-pyridine and 3,3,3-triethoxypropyne using the procedure described in Example 43, step (e), in 37% yield. 1H NMR (CDCl3) delta8.27 (bs, 1H), 8.24 (bs, 1H), 7.21 (m, 1H), 4.02 (q, 2H, J=7.0 Hz), 3.72 (q, 6H, J=7.0 Hz), 1.39 (t, 3H, J=7.0 Hz 1.23 (t, 9H, J=7.0 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17117-17-8, its application will become more common.

Reference:
Patent; 3-Dimensional Pharmaceuticals, Inc.; US2002/169200; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about 4-Amino-3,5-dibromopyridine

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, 84539-34-4, 4-Amino-3,5-dibromopyridine.

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. 84539-34-4, name is 4-Amino-3,5-dibromopyridine. A new synthetic method of this compound is introduced below., Safety of 4-Amino-3,5-dibromopyridine

3-Bromo-5-(2-fluoro-4-trifluoromethyl-phenyl)-pyridin-4-ylamine (Intermediate compound 10) To a solution of commercially available 4-amino-3,5-dibromopyridine (1.000 g, 3.9697 mmol) in DME (25 ml) and water (12 ml), 2-fluoro-4- (thfluoromethyl)phenylboronic acid (0.908 g, 4.3667 mmol) and sodium carbonate (0.841 g, 7.9394 mmol) were added. The reaction mixture was degassed and kept 5 under nitrogen atmosphere during the entire course of the reaction. Palladium (II) (bistriphenylphosphine)dichloride (0.139 g, 0.1985 mmol) was added and the resulting reaction mixture, heated at 9O0C for 2 hours, was worked up by addition of water and extraction with AcOEt. The organic phase, dried over anhydrous MgSO4, afforded upon evaporation a yellow gummy residue (~1.3 g), which eluted through silica gel with 10 15% AcOEt in hexane gave 0.520 g (-39% yield) of the pure title compound as a white solid.

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, 84539-34-4, 4-Amino-3,5-dibromopyridine.

Reference:
Patent; NEUROSEARCH A/S; WO2009/112461; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate

The synthetic route of 372198-69-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 372198-69-1 , The common heterocyclic compound, 372198-69-1, name is Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate, molecular formula is C10H9BrN2O2, 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.

[002981 Example 4[00299] Preparation of compound 8:[00300] 1. Anethanol solution of compound 5 (12400 g in 51 L of ethanol) was added to an appropriately sized stainless steel reactor at room temperature under nitrogen atmosphere.[00301] 2. Compound 6 (9500 g) was added as a solid in one portion at room temperature.[00302] 3. The reaction mixture was heated to reflux (~78C) and stirred for 1-2 days.[00303] 4. The reaction was monitored by HPLC.[00304] 5. Upon completion, the reaction mixture was allowed to cool to room temperature.[00305] 6. NaOH solution (9884 g solid pellets dissolved in 38 L of water) was added as a stream over a30 min period at an internal temperature below 35 C.[00306] 7. The reaction mixture was heated to reflux (~78C) for 3 to 4 hours.[00307] 8. The reaction was monitored by HPLC.[00308] 9. Upon completion, the reaction mixture was cooled to an appropriate temperature to start solvent removal.[00309] 10. All ethanol (approximately 5 volumes of ethanol) was removed under vacuum at 40 to 45 C.[00310] 11. The reaction mixture was cooled to room temperature.[00311] 12. Water (57 L; 6 vol) was added at room temperature.[00312] 13. The aqueous solution was washed with ethyl acetate (2 x 38 L) to remove all organic impurities.[00313] 14. The lower aqueous layer was cooled to 0-5 C and acidified with cone. HCl (~15 L) until reaching pH 1-2.[00314] 15. The reaction mixture was stirred for 1 to 2 hours at 0 to 5 C.[00315] 16. The mixturewas filtered and the cake was washed with water (2 x 38 L) and acetone (2 x 19L) followed by drying for 1-2 hours.[00316] 17. The solid collectedwas transferred back into an appropriately sized reactor.[00317] 18. Heptane (95 L; 10 vol) was addedto the reactor; the suspension was stirred for 4 to 5 hours at roomtemperature.[00318] 19. The solidwas collected by filtration and washed with heptane (2 x 19 L).[00319] 20. The solid (15 kg) was suspended in methanol (75 L; 5 vol) at room temperature for 2 hours.[00320] 21. The suspension was filtered and the solid collected was washed with methanol (2x 5L).22. The solid was dried under vacuum at 50C to constant weight to give compound 8 as an off-white to white solid (10169 g, 83.3 % yield; HPLC purity 99.2%;1HNMR (DMSO-d6, 300 MHz) ? 9.4 (s, 1H), 8.3(s, 1H), 7.85-7.67 (m, 2H)).

The synthetic route of 372198-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLIKINE, LLC; MARTIN, Michael; WORRALL, Christopher, Peter; GANCEDO, Susanna, Del Rio; REN, Pingda; WO2013/71272; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 2-Bromo-4-methoxypyridin-3-amine

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, 109613-97-0, 2-Bromo-4-methoxypyridin-3-amine.

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. 109613-97-0, name is 2-Bromo-4-methoxypyridin-3-amine. A new synthetic method of this compound is introduced below., Safety of 2-Bromo-4-methoxypyridin-3-amine

To a solution of 2-bromo-4-methoxypyridin-3-amine (2.1 g, 10.34 mmol), N-(4-ethynylpyridin-2-yl)acetamide (1.82 g, 11.38 mmol) in DMF (15 mL) was added TEA (21.62 mL, 155 mmol) and CuI (0.12 g, 0.62 mmol). The reaction mixture was purged with nitrogen for 2 min, followed by addition of Pd(PPh3)2Cl2 (0.73 g, 1.03 mmol). The reaction mixture was then heated at 100 C. for 3 h. The reaction mixture was cooled down and diluted with ethyl acetate and saturated NaHCO3 solution. The organic layer (two times extracts) were combined, washed with saturated NaHCO3 solution, dried over MgSO4. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography. The product was eluted with DCM to 50% of 10% MeOH in DCM to give the desired product as a light yellow (1.0 g, 34%); HPLC: RT=0.48 min (H2O/ACN with 0.05% TFA, Waters Acquity SDS C18, 2.1×50 mm, 1.7-mum particles, gradient=1.8 min, wavelength=220 nm); MS (ES): m/z=283.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6) delta ppm 10.59 (s, 1H), 8.34 (dd, J=5.1, 0.7 Hz, 1H), 8.22 (s, 1H), 7.79 (d, J=5.3 Hz, 1H), 7.34 (dd, J=5.2, 1.4 Hz, 1H), 6.91 (d, J=5.3 Hz, 1H), 5.35 (s, 2H), 4.03 (q, J=7.2 Hz, 1H), 3.88 (s, 3H), 2.11 (s, 3H).

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, 109613-97-0, 2-Bromo-4-methoxypyridin-3-amine.

Reference:
Patent; Bristol-Myers Squibb Company; Fink, Brian E.; Zhao, Yufen; Borzilleri, Robert M.; Zhang, Liping; Kim, Kyoung S.; Kamau, Muthoni G.; Tebben, Andrew J.; (162 pag.)US2016/176871; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem