Day: March 10, 2021

Reference of 5418-51-9 ,Some common heterocyclic compound, 5418-51-9, molecular formula is C5H4N2O3, 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.

2-Hydroxy-5-nitro-pyridine (5 g) was treated with sodium chlorodifluoro- acetate (11.5 g) in refluxing acetonitrile (186 ml) for 2 days. The solvent was evaporated, the residue poured into ethyl acetate, washed with brine, dried over sodium sulfate and then concentrated in vacuo. Chromatography on silica gel (eluent: hexane / ethyl acetate 1 :1) afforded 2-difluoromethoxy-5-nitro-pyridine (1 g, 15%) and l-difluoromethyl-5-nitro-lH- pyridin-2-one (90 mg, 1.5%). 2-Difluoromethoxy-5-nitro-pyridine: MS (ES+) 191 (MEta+); IH NMR (400 MHz, CDCl3) 7.05 (d, IH), 7.51 (t, IH), 8.53 (dd, IH), 9.09 (d, IH). 1-Difluoromethyl-5-nitro-lH-pyridin-2-one: MS (ES+) 191 (MEta+); 6.65 (d, IH), 7.63 (t, IH), 8.14 (dd, IH), 8.73 (d, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5418-51-9, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; CASSAYRE, Jerome Yves; CORSI, Camilla; MAIENFISCH, Peter; WO2010/9968; (2010); 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 1009735-24-3, name is Methyl 6-bromo-2-methoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Methyl 6-bromo-2-methoxynicotinate

Step 3: 6-bromo-2-methoxy-nicotinamjde; beta-bromo^-methoxy-nicotinic acid methyl ester (0.45g, 183mmol) and ammonium hydroxide (5 mL) were combined in a sealed tube and heated to 700C for 3 h. The reaction was cooled to room temperature, filtered and rinsed with water to obtain the title compound as a white solid (0.278 g, 66%). 1 H NMR (500 MHz, DMSO-d6) delta ppm 3.96 (3 H, s), 7.35 (1 H, d, J=7.8 Hz), 7.68 (1 H, br. s.), 7.76 (1 H, br. s.), 8.04 (1 H, d, J=7.8 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 1009735-24-3.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); 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

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

Adding a certain compound to certain chemical reactions, such as: 148760-75-2, tert-Butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate, 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, 148760-75-2, blongs to pyridine-derivatives compound. Safety of tert-Butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate

tert-butyl pyrrolo[3,2-c]pyridine- 1 -carboxylate (P62) (100 mg, 0.46 mmol) was dissolved in ethanol (8 ml) and acetic acid (8 ml) and passed through the H-Cube (0.5 mI/mm, controlled H2, Rh/C cartridge, 60 C, 60 Bar), recycling reaction mixture for 3 % hours. The solution was concentrated under reduced pressure and the product purified by SCX (500 mg) to afford teit-butyl (3aS, 7aR)-2, 3, 3a,4, 5,6,7, 7a-octahydropyrrolo[3,2- c]pyridine- 1 -carboxylate (P64) (50 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148760-75-2, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; PUGLIESE, Angelo; FRANCIS, Stuart; MCARTHUR, Duncan; SIME, Mairi; BOWER, Justin; BELSHAW, Simone; (315 pag.)WO2019/34890; (2019); 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

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

Related Products of 910543-72-5, 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 910543-72-5, name is 3-Amino-5-bromo-1-methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 3-amino-5-bromo-1 -methyl-1 ,2-dihydropyridin-2-one (406.08 mg, 2.000 mmol, 1 equiv) and Et3N (1 619.05 mg, 16.000 mmol, 8 equiv) in DCM (5 ml_) was added acetyl chloride (628.00 mg, 8.00 mmol, 4 equiv) dropwise at 0 degrees C. The mixture was stirred for 1 hour at room temperature. Then the solvent was evaporated, and the residue was purified by flash chromatography, eluted with EtOAc/PE (0-100%) to give the A/-(5-bromo-1 -methyl-2-oxo-1 ,2-dihydropyridin-3-yl)acetamide (487 mg, 99.36%). LCMS (ESI) m/z: [M+H]+ = 245.

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 910543-72-5, 3-Amino-5-bromo-1-methylpyridin-2(1H)-one.

Reference:
Patent; FOGHORN THERAPEUTICS INC.; ZHOU, Qianhe; BOCKER, Michael; MILLAN, David, Simon; CHAN, Ho, Man; SOARES, Luis; NETHERTON, Matthew, Russell; RUPPEL, Sabine, K.; YANG, Zhaoxia; LOWE, Jason, T.; BRUCELLE, Francois; (220 pag.)WO2019/152440; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, 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, Safety of 5-Bromopyridine-3-sulfonyl chloride, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridine-3-sulfonyl chloride

To a solution of triethylamine (0.5 mL, 4 mmol) in dichloromethane (5 mL) was added 2.0 M dimethylamine in tetrahydrofuran (0.58 mL, 1.2 mmol). The resultant solution was cooled to 0 C. and 5-bromopyridine-3-sulfonyl chloride [Combi-Blocks, ST-7824] (200 mg, 0.8 mmol) in dichloromethane (1mL) was added dropwise. After stirring at 0 C. to room temperature over 1 h, the reaction mixture was concentrated via rotovap. The residue was purified by FCC to afford the title compound (0.12 g, 60%) LCMS for C7H10BrN2O2S (M+H)+: calculated m/z=265.0, 267.0; found 264.9, 266.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Zou, Ge; Combs, Andrew P.; Buesking, Andrew W.; (62 pag.)US2016/229843; (2016); A1;,
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