Tag: M.W:200-300

Electric Literature of 597532-36-0, 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. 597532-36-0, name is Ethyl 6-(trifluoromethyl)nicotinate. A new synthetic method of this compound is introduced below.

A mixture of ethyl 6-(trifluoromethyl)nicotinate (2.2 g, 10 mmol), Pd/C (10 wt.%, 100 mg) and platinum(IV)oxide (150 mg, 0.661 mmol) in acetic acid (30 mL) was stirred in a steel bomb under hydrogen atmosphere (200 psi) at 25 C for 24 hrs. The reaction mixture was filtered through a pad of celite and washed with MeOH (150 mL). The filtrate was concentrated under reduced pressure providing crude ethyl 6-(trifluoromethyl)piperidine-3- carboxylate (776 mg; mixture of cis and trans isomers) as a colorless oil, which was directly used in the next step without further purification. LCMS (m/z): 226.1 [M+H]+; Rt = 0.36 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,597532-36-0, Ethyl 6-(trifluoromethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); 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. 182924-36-3, name is 5-(Bromomethyl)-2-chloropyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C6H5BrClN

To a solution of 323 mg (1.10 mmol) of (2-AMINO-5-PROPARGYLOXY-PHENYL)-4- isopropyl-phenyl) -methanone and 250 mg (1.21 mmol) of 2-bromomethyl-2-chloro- pyridine (step A) in 2 ml 1, 3-dimethyl-2-imidazolidinone (DMEU) 213 mg (1.54 mmol) of potassium carbonate are added. The reaction is complete after stirring for 2 h at 60 C. The cooled yellow suspension is distributed between ethyl acetate and bicarbonate solution. Flash chromatography (hexane/ethyl acetate) affords a yellow solid. m. p. 96 C. ‘H-NMR (300 MHz, CDC13) : 8.49 (t, 1H), 8.40 (d, 1H), 7.67 (dd, 1H), 7.61 (d, 2H), 7.31 (d, 2H), 7.30 (d, 1H), 7.23 (d, 1H), 7.08 (dd, 1H), 6.59 (d, 1H), 4.53 (d, 2H), 4.48 (d, 2H), 2.99 (HEPT, 1H), 2.48 (t, 1H), 1.31 (d, 6H). MS: 419 (M+L)

The synthetic route of 182924-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/56365; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1256823-07-0, 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 1256823-07-0, name is 5-Bromo-4-methoxypicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 4-methoxy-5-(4-methyl-lH-imidazol-l-yl) picolino nitrile [0324] To a stirred solution of 4-methyl-lH-imidazole (580 mg, 7.04 mmol) in acetonitrile (24 mL) under argon atmosphere were added potassium carbonate (1.3 g, 9.38 mmol) and 18 crown-6 (2.47 g, 9.38 mmol) at RT. The reaction mixture was stirred at 60 C for 2 h. Then 5-bromo-4-methoxypicolinonitrile (1 g, 4.69 mmol) was added to the reaction mixture and stirred at reflux for 18 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography using 90%> EtOAc:hexanes to afford 4-methoxy-5-(4-methyl-lH-imidazol-l-yl) picolino nitrile (250 mg, 25%) as a yellow solid. 1H-NMR (CDC13, 500 MHz): delta 8.58 (s, 1H), 7.82 (s, 1H), 7.39 (s, 1H), 6.99 (s, 1H), 401 (s, 3H), 2.23 (s, 3H); LC-MS: 215 (M+l); (column; X-Bridge C-18 (50 3.0 mm, 3.5 mu); RT 2.45 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: EtOAc (R 0.2).

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 1256823-07-0, 5-Bromo-4-methoxypicolinonitrile.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1235036-15-3, 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 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (5.92 g) in tetrahydrofuran (60 mL) 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(0) (927 mg) and K3PO4(22 g). the mixture was stirred at reflux overnight, cooled, diluted with ethyl acetate (800 mL) and washed with water and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated. residue was purified by flash chromatography, eluting with 20% ethyl acetate in heptane followed by 5% methanol in dichloromethane, to give the title compound. MS (ESI) m/e 531.1 (M+H)+.

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 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; AbbVie Inc.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 91678-23-8, Adding some certain compound to certain chemical reactions, such as: 91678-23-8, name is 2-Bromo-6-chloro-3-nitropyridine,molecular formula is C5H2BrClN2O2, 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 91678-23-8.

Under nitrogen a solution of 2-bromo-6-chloro-3-nitropyridine (2.5 g, 10.53 mmol, 1.00 equiv) in THF (60 mL) was cooled to -78 C. and bromo(ethenyl)magnesium (1M in THF, 63 mL, 6 equiv) was added dropwise. The reaction was stirred for 1 h at -50 C., quenched with aqueous ammonium chloride, extracted with ethyl acetate, dried over sodium sulfate, and concentrated in vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:3). This resulted in the title compound (1.3 g, 53%) as a yellow solid. LC-MS (ES, m/z): 231 [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. 91678-23-8, 2-Bromo-6-chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); 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. 670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Chloro-5-iodopyridin-2-amine

A mixture of 4-chloro-5-iodopyridin-2-amine (2.8 g, 1 1 mmol), Pd(PPh3)4 (1.9 g, 1.65 mmol), and Zn(CN)2 (0.7 g, 6.05 mmol) in NMP (30 mL) was heated at 130C for 5 hours. The reaction mixture was cooled to 23C, diluted by H20 (200 mL) and filtered. The solid was purified by silica gel chromatography using Petroleum Ether:EtOAc (3: 1 ) as eluting solvents to afford 2-(3H- imidazo[4,5-b]pyridin-3-yl)acetimidamide as a yellow solid (1.18 g, 70%). MS (ESI) m/z: 154 [M+H]+.

The synthetic route of 670253-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD; AUVIN, Serge; LAVERGNE, Olivier; CHAO, Qi; CHEN, Yufeng; WO2015/100609; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 685115-77-9, 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 685115-77-9 as follows.

To a solution of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (0.10 g, 0.36 mmol) in polyphosphoric acid (5 ml.) at 80 0C was added vinylene carbonate (35 mg,0.40 mmol). The mixture was heated at 170 0C for 4 hours, cooled to r.t. and poured into water (200 ml_). The mixture was extracted with ethyl acetate (3 x 50 ml.) and the combined organic extracts were washed with water (100 ml_), a saturated solution of sodium hydrogen carbonate (50 ml_), water (50 ml_), brine (50 ml_), dried (MgSO4) and concentrated under reduced pressure to furnish a colourless oil (12 mg). The crude product was purified by preparative tic on silica gel (CH2CI2, MeOH, 10:1 then hexane,EtOAc, 1 :1 ) to furnish the title compound as a white solid (13 mg, 12%), LC-MS (ESI) Rt 2.66 min, m/z 298 (100%, M+); m/z (ESI) Ci3H14CI2N3O requires 298.0508 found [M+H]+ 298.0507.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,685115-77-9, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 23056-47-5, 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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Step 1 [0610] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe ( 120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The chemical industry reduces the impact on the environment during synthesis 23056-47-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (261 pag.)WO2017/23984; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 57883-25-7, 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 57883-25-7, name is 3-Bromo-2-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 1.0034-{2-[(2-ethoxypyridin-3-yl)amino][1 ,2,4]triazolo[1 ,5-a]pyridin-6-yl}-N- 2,2,2-trifluoroethyl)benzamide4-(2-Amino[1 ,2,4]triazolo[1 ,5-a]pyridin-6-yl)-N-(2,2,2-trifluoroethyl)benzamide Int9.2 (100 mg), 3-bromo-2-ethoxypyridine Int22.1 (72 mg), chloro(2-dicyclo- hexylphosphino-2′,4′,6′-tri-i-propyl-1 , 1 ‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) (22 mg), X-Phos (14 mg), and sodium tert-butoxide (52.3 mg) were pre-mixed, and degassed toluene (2.2 mL) was added. The mixture was heated for 6h to 130 C. Subsequently, DCM was added, and the mixture was washed with satd. aqueous Na2C03 solution. The organic layer was dried over Na2S04, and the solvent was evaporated. The crude product was purified by flash chromatography on silica gel (eluent: ethyl acetate / ethanol gradient 50: 1 to 20: 1 ) to yield 86 mg (63%) of the title compound.1 H-NMR (400MHz, DMSO-d6): delta [ppm]= 1 .41 (t, 3H), 4.08 – 4.18 (m, 2H), 4.42 (q, 2H), 7.01 (dd, 1 H), 7.70 – 7.75 (m, 2H), 7.95 – 8.06 (m, 5H), 8.35 (s, 1 H), 8.53 (dd, 1 H), 9.18 (t, 1 H), 9.30 (s, 1 H).

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 57883-25-7, 3-Bromo-2-ethoxypyridine.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SCHULZE, Volker; KOSEMUND, Dirk; SCHIROK, Hartmut; BADER, Benjamin; LIENAU, Philipp; MARQUARDT, Tobias; WEGSCHEIDT-GERLACH, Christof; SIEMEISTER, Gerhard; PRECHTL, Stefan; WENGNER, Antje; BOeMER, Ulf; WO2011/64328; (2011); 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. 55404-31-4, name is 3-Bromo-2-chloro-4-methylpyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-2-chloro-4-methylpyridine

Example 193; Synthesis of 3-bromo-4-methylpyridin-2(1H)-one; To a resealable pressure vessel charged with 3-bromo-2-chloro-4-picoline (1.200 g, 5.81 mmol) was added formic acid (13.1 ml, 348 mmol) and water (4.00 ml, 222 mmol). The tube was sealed and the solution heated to 1200C. After 72 hrs, the solution was cooled to RT and concentrated in vacuo. The residue was purified by reverse phase chromatography (neutral) to afford 3-bromo-4- methylpyridin-2(1H)-one as a white solid. M+H+ = 188.0.

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, 55404-31-4, 3-Bromo-2-chloro-4-methylpyridine.

Reference:
Patent; AMGEN INC.; WO2008/11109; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem