Tag: M.W:100-200

Reference of 944937-53-5, 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.944937-53-5, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1-3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5-10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 ¡Á 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C-N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

Statistics shows that 944937-53-5 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-1H-pyrrolo[3,2-b]pyridine.

Reference:
Article; Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C.; Nature; vol. 559; 7712; (2018); p. 83 – 88;,
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. 1034921-05-5, name is Methyl 4-chloro-3-fluoropicolinate. A new synthetic method of this compound is introduced below., SDS of cas: 1034921-05-5

A. Synthesis of methyl 3-fluoro-4-(2-(5-nitropyridin-2-ylamino)thiazol-5-ylthio)picolinate To a stirring suspension of N-(5-nitropyridin-2-yl)-5-thiocyanatothiazol-2-amine (2.00 g, 7.16 mmol) in MeOH (72 mL) was added dithiothreitol (2.22 g, 14.39 mmol). After 5 minutes, methyl 4-chloro-3-fluoropicolinate (1.51 g, 7.97 mmol), K3PO4 (1.98 g, 9.33 mmol) and DMF (72 mL) were sequentially added. After 2 hours, the reaction was poured into an ice/water (~1.4 L) mixture with stirring for 90 minutes, diluted to ~3.5 L with water, allowed to sit overnight. The solid was collected by filtration, washed with water and allowed to air dry overnight. The product was obtained (2.384 g, 82%) as a solid: 1H NMR (400 MHz, DMSO-d6) delta ppm: 12.68 (1H, s), 9.19 (1H, d, J=2.78 Hz), 8.53 (1H, dd, J=9.35, 2.78 Hz), 8.32 (1H, d, J=5.05 Hz), 7.96 (1H, s), 7.23 (1H, d, J=9.35 Hz), 7.15 (1H, t, J=5.43 Hz), 3.89 (3H, s); LC/MS (M+H)+: 408. HPLC ret. time (Condition B): 1.78 min.

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, 1034921-05-5, Methyl 4-chloro-3-fluoropicolinate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; US2010/48581; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 101990-69-6, 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.101990-69-6, name is 2,6-Dichloropyridine-4-methanol, molecular formula is C6H5Cl2NO, molecular weight is 178.02, as common compound, the synthetic route is as follows.

A solution of (2,6-dichloro-pyridin-4-yl)-methanol (44.5 mg, 0.25 mmol, 1.25 equiv; commercially available) and 1-(4-chloro-3-ethoxy-benzyl)-piperidin-4-ylamine (53.8 mg, 0.20 mmol, 1.2 equiv; intermediate A2) in DMF (2.0 mL) was heated by microwave irradiation to 220 C. for 1 h. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 3.2 mg (4%) of the title compound. MS (ISP): 410.3 [M+H]+.

Statistics shows that 101990-69-6 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloropyridine-4-methanol.

Reference:
Patent; Binggeli, Alfred; Christ, Andreas D.; Maerki, Hans P.; Martin, Rainer E.; US2008/45544; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105170-27-2, 2-Bromo-5-methoxypyridine, 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, 105170-27-2, blongs to pyridine-derivatives compound. category: pyridine-derivatives

5-methyl-4-{[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamino]-methyl-furan-2-carboxylic acid methyl ester (164) (130mg, 0.525mmoles) was added to a degassed mixture of 2-bromo-5-methoxy-pyridine (99mg, 0.350mmoles), bis-(dibenzylidene-acetone)-palladium(0) (6mg) and triphenylphosphine (11mg) in toluene/dimethylformamide 1 : 1 v/v (5ml) under an argon atmosphere. Aqueous potassium carbonate (0.23ml of a 3M solution) was added and the mixture was heated at 100C for 16 hours. The reaction mixture was concentrated and the residue was purified by HPLC to afford compound 165 (38mg). LC/MS System A; Rt = 2.55mins, m/z (ES+) = 353 (M+H for C20H20N2O4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,105170-27-2, its application will become more common.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 136818-50-3, 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Synthesis of 3-bromo-lH-pyrrolo [2 , 3-jb]pyridine-2-carboxylic acid and methyl 3-bromo-lif-pyrrolo [2 , 3-?>]pyridine-2-carboxylate2 4 Treatment of 2 with i7-bromosuccinimide in chloroform gives3-bromo-lH-pyrrolo [2 , 3-jb]pyridine-2-carboxylic acid (4) .

The synthetic route of 136818-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRONWOOD PHARMACEUTICALS INCORPORATED; LUDRIGAN, Regina; JEFFREY, John; MERMERIAN, Ara; WO2010/5528; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1513-66-2, 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. 1513-66-2, name is 2,3-Difluoropyridine, molecular formula is C5H3F2N, 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 4-cyano-piperidine-1-carboxylic acid tert-butyl ester (200 mg, 0.95 mmol) in DMF (2 mL) was added to a stirred solution of KHMDS (0.5 M in hexane, 1.9 mmol). After 5 min, a solution of 2,3-difluoropyridine (0.13 g, 1.14 mmol) in DMF (2 mL) was added and stirred for additional 2 h under nitrogen atmosphere. DMF was evaporated in vacuo. The resulting crude product was extracted with EtOAc and the extracts were successively washed with water and brine, and the organic layer was evaporated and subjected to column chromatography (50% Ethyl acetate/hexane) to provide the title Compound. 1H NMR (d6-DMSO, 300 MHz) delta 1.40 (m, 9H), 2.18 (m, 4H), 3.20 (m, 2H), 4.15 (m, 2H), 7.28 (m, 1H), 7.42 (m, 1H), 8.34 (m, 1H); MS (ESI) m/z=307 (MH+).

According to the analysis of related databases, 1513-66-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genelabs Technologies, Inc.; US2010/204265; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73583-37-6, 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.73583-37-6, name is 4-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.44, as common compound, the synthetic route is as follows.

To a solution of 4-bromo-2-chloropyridine (1.91 g, 10 mmol) in THF (25 mL) was added isopropyl magnesium chloride (1.3 M in THF, 9 ml, 12 mmol) dropwise at 0 C. The mixture stirred at rt for 1 hour then a solution of 3-methylcyclohexanone (1.68 g, 15 mmol) in THF (5 mL) was added dropwise. The reaction was stirred overnight then quenched with saturated ammonium chloride. The mixture was partitioned between EtOAc and water. The organic layer was washed with brine, dried ( a2S04) and concentrated under reduced pressure. The residue was purified via column chromatography on silica gel (petroleum ether/EtOAc= 10: 1) to give l-(2-chloropyridin-4-yl)-3-methylcyclohexanol (0.8 g, 36 %) as light yellow oil. MS ESI calc’d. For Ci2H16ClNO [M + H]+ 226 found 226.

The chemical industry reduces the impact on the environment during synthesis 73583-37-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 74115-13-2, 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. 74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, 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.

The product from Example 23A (9.8 g, 56.3 mmol) and NaOH (2.40 g, 100 mmol) in water (100 mL) were treated with aqueous NaOCl (35 mL of 10% solution). After stirring at ambient temperature for 16 hours, the mixture was quenched with acetic acid (5 ml) and then extracted with ethyl acetate (500 mL). The organic phase was dried (MgSO4) and concentrated. The residue was purified on SiO2 (dichloromethane:methanol, 97:3) to provide the title compound as a yellow solid (11.20 g, 96%). MS (DCI/NH3) m/z 208/210 (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 74115-13-2, 5-Bromo-3-pyridinol.

Reference:
Patent; ABBOTT LABORATORIES; EP1428824; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 88912-27-0, 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. 88912-27-0, name is 3-Chloroisonicotinic acid. A new synthetic method of this compound is introduced below.

Reference Production Example 36 A mixture of 0.50 g of 2-amino-5-chloro-4-trifluoromethylphenol, 0.36 g of 3-chloroisonicotinic acid, 0.56 g of WSC and 5 ml of pyridine was stirred while heating at 80C for three hours. The reaction mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.46 g of 3-chloro-N-[4-chloro-2-hydroxy-5-trifluoromethylphenyl]isonicotinamide. [Show Image] 1H-NMR (DMSO-d6) delta: 10.32 (br s, 1H), 8.75 (s, 1H), 8.64 (d, J=4.8 Hz, 1H), 8.43 (s, 1H), 7.63 (d, J=4. Hz, 1H), 7.13 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-27-0, 3-Chloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2274983; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.573762-62-6, name is 5-Amino-3-(trifluoromethyl)picolinonitrile, molecular formula is C7H4F3N3, molecular weight is 187.12, as common compound, the synthetic route is as follows.HPLC of Formula: C7H4F3N3

Add 99mg (0.25mmol, 1.0eq) JD1001-002-22 to a 25mL round bottom flask under nitrogen protection., 3.2 mL THF, 63 mg (0.75 mmol, 3.0 eq) NaHCO3, 140 mg (0.75 mmol, 3.0 eq)5-Amino-3-trifluoromethyl-2-cyanopyridine, stirred at 60 C for 3 hours with heating, TLC detection reaction was completed (developing agent: PE: EA = 1:1), added5 ml of water was quenched and EA was extracted to give an organic phase.Concentrating the organic phase to give a solid,Separated by HPLC (CH3CN/H2O=60:40)purification,After lyophilization, about 16 mg of product JD1001-2139 is obtained.The yield was 13%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,573762-62-6, 5-Amino-3-(trifluoromethyl)picolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Kunming Jida Pharmaceutical Co., Ltd.; Xiao Xuzhi; Zhang Poyong; Lu Faguan; Wang Zhipeng; Chen Mengran; Guo Kun; Zhou Rui; Zhang Yun; (28 pag.)CN109593061; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem