Day: February 28, 2022

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. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-4-chloro-2-methoxypyridine

[0848] To a stirred mixture of compound 3 (4 g, 18.1 mmol), compound 4 (4.52 g 21.72 mmol), and K2C03 (5 g, 36.2 mmol) in DME/H20 (48 mL,v/v=5/i) was added Pd(dppf)C12 (668 mg, 0.91 mmol) under N2 protection. The reaction mixture was degassed with nitrogen again and refluxed overnight. The mixture was concentrated, diluted with H20 and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EA=2/1) to give compound 5 (2.8g, 69% yield) as a pale yellow solid.

The synthetic route of 851607-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, 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, COA of Formula: C9H10N2O, blongs to pyridine-derivatives compound. COA of Formula: C9H10N2O

Example 8: (2-Methoxy-4,6-dimethylpyridin-3-yl)methanamine To a slurry solution of aluminum (III) lithium hydride (234 mg, 6.17 mmol) in diethyl ether (2 ml_) was added a saturated solution of 2-methoxy-4,6- dimethylnicotinonitrile (500 mg, 3.08 mmol) in ether (5 ml_) and stirred at room temperature for 1 h. After completion of the reaction, minimum amount of water was carefully added and the crude product obtained was extracted with hot benzene / toluene and concentrated. Resulting oily compound was distilled at 0.5 mm vacuum at 95-100 SC to obtain the title compound. Yield: 300 mg (58.66 %); 1H NMR (DMSO-d6, 300 MHz): delta 6.53 (s, 1 H), 3.92 (s, 3H), 3.76 (s, 2H), 2.36 (s, 3H), 2.27 (s, 3H); MS (ESI+): m/z 166.9 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GUPTE, Amol; ROYCHOWDHURY, Abhijit; JADHAV, Ravindra, Dnyandev; KANDRE, Shivaji, Sadashiv; KADAM, Kishorkumar, Shivajirao; CHAVAN, Sambhaji; GADEKAR, Pradip, Keshavrao; GUHA, Tandra; WO2014/155301; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 915107-31-2, 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 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 6-bromo-5-methoxynicotinate To a solution of 6-chloro-5-methoxypyridine-3-carboxylate (850 mg, 4.22 mmol) in toluene (50 mL) was added POBr3 (2.9 g, 10.37 mmol) at room temperature. The resulting solution was then stirred for 16 h at 90 C., cooled to room temperature and diluted with water (30 mL). The resulting mixture was extracted with ethyl acetate (60 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (0% to 100% gradient) to yield methyl 6-bromo-5-methoxypyridine-3-carboxylate as off-white solid (800 mg, 116%). MS: m/z=246.0 [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 915107-31-2, Methyl 6-chloro-5-methoxynicotinate.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6318-51-0, 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, molecular formula is C12H8ClNO, 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.

General procedure: Bioconversion was conducted with 20 mM 1a-10a,20 U·mL-1KpADH variants, 40 mM isopropanol in PBS buffer (pH 7.0,100 mM) in total volume of 2 mL at 30 C and 180 rpm overnight. Then,1 mL of the reaction mixture was withdrawn and extracted with ethylacetate. The organic phase was isolated by centrifugation and driedover anhydrous MgSO4. The conversion rate and enantioselectivity ofthe products were analyzed as described in supporting information.

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 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone.

Reference:
Article; Wang, Yue; Dai, Wei; Liu, Yongmei; Zhang, Zhongwei; Zhou, Jieyu; Xu, Guochao; Ni, Ye; Catalysis Communications; vol. 108; (2018); p. 1 – 6;,
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 72141-44-7, name is 4-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 72141-44-7

INTERMEDIATE 33 4-(3-Bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine To a solution of 3-bromo-4-fluoro-lH-pyrazole (300 mg, 1.819 mmol) in anhydrous DMSO (4 mL) was added NaH (80 mg, 2.0 mmol) at 0 C. The mixture was stirred for 30 min at 0 C, followed by the addition of 4-chloro-2-methoxypyridine (261 mg, 1.819 mmol) in DMSO (1 mL). The resulting mixture was stirred at 90 C overnight. The mixture was cooled to room temperature, quenched with water (10 mL) and extracted with EtOAc (40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, lOg, Biotage Si column, ~30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min ) to afford 4-(3-bromo-4-fluoro-lH-pyrazol-l-yl)-2-methoxypyridine. LCMS calc. = 273.98; found = 273.95 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 72141-44-7.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 896139-85-8, Adding some certain compound to certain chemical reactions, such as: 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol,molecular formula is C7H6N2O, 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 896139-85-8.

To a solution ofimidazo[l,2-a]pyridin-7-ol (CAS 896139-85-8; 128 mg, 0.955 mmol) in dryNMP (2 mL) is added CS2CO3 (311 mg, 0.955 mmol). The reaction mixture is degassed with N2 for 5 min and stirred at RT for 45 min. Copper(I) chloride (CAS 7758-89-6; 10 mg, 0.10 mmol) and bromobenzene (CAS 108-86-1 ; 100 mg, 0.64 mmol) are added and the mixture is stirred at 160 C for 3 h under microwave irradiation. Copper (I) chloride (10 mg, 0.10 mmol) is added and the reaction mixture is heated at 160 C for 1 h under microwave irradiation. Imidazo[l,2-a]pyridin-7-ol (86 mg, 0.64 mmol) is added and the reaction mixture is heated at 160 C for 1 h under microwave irradiation. The reaction medium is quenched with a water and sat. aq. NaFtCC solution mixture and extracted with EtOAc. The organic layers are combined, dried over Na2S04, filtered and concentrated. Traces of NMP are removed under nitrogen flush to afford Int 17 that is used as such.

According to the analysis of related databases, 896139-85-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; DESROY, Nicolas; JONCOUR, Agnes, Marie; PEIXOTO, Christophe; TEMAL-LAIB, Taoues; TIRERA, Amynata; BUCHER, Denis; AMANTINI, David; DE VOS, Steve, Irma, Joel; BRYS, Reginald, Christophe, Xavier; (396 pag.)WO2019/238424; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914942-88-4, 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 914942-88-4 as follows.

To a mixture of A214.5 (1.00 g, 5.74 mmol), tert~Butyl6-arnino-7-iodo-l- methyl-lH-imidazo[4,5-c]pyridin-4-yl(methyl)carbamate (1.78 g, 4.42 mmol), dichlorobis(triphenyl-phosphine)palladium II (0.186 g, 0.265 mmol), and copper EPO iodide (0.042 g, 0.221 mmol) in anhydrous dimethylformamide (12 mL) degassed well with nitrogen was added diisopropylamine (15 mL, 0.111 mol). The reaction mixture was immersed in an oil bath at 750C and stirred for 45 min. The solvent was removed under reduced pressure, and the residue was purified by flash silica gel chromatography using a mixture of methanol in dichloromethane (5%-8%) to give 1.88 g (95%) of A214.6 as a tan solid. The compound had an HPLC retention time = 2.13 min. (Column: Chromolith SpeedROD 4.6 x 50 mm – 4 min.; Solvent A = 10% MeOH, 90% H2O, and 0.1% TFA; Solvent B = 90% MeOH, 10% H2O5 and 0.1% TFA) and a LC/MS M+1 = 450.35.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914942-88-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 36953-37-4, 4-Bromopyridin-2(1H)-one, 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, 36953-37-4, blongs to pyridine-derivatives compound. Recommanded Product: 4-Bromopyridin-2(1H)-one

Compound 41.2. 7-Bromo-[l ,2,4]triazolo[4,3-]pyridine. 4-Bromo-2- hydrazinylpyridine (compound 41.1) was suspended in formic acid (3 mL). The mixture was heated at 100 C for one hour, then upon complete reaction, the mixture cooled to room temperature. The volatile organics were removed under reduced pressure, then water (50 mL) was added to the residue. The solids that formed were filtered, washed with water and dried under reduced pressure at 50 C to give 1.68 g (90%) of the title compound as an off-white solid, m/z (ES+) 198, 200 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,36953-37-4, its application will become more common.

Reference:
Patent; 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2014/8197; (2014); 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 166266-19-9, name is 5-Iodo-3-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7IN2

Example 2 Preparation of 2-chloro-3-methyl-5-iodopyridine At -10 C., 21.3 g of chlorine gas were introduced into a suspension of 146 g of 10% strength by weight hydrochloric acid and 23.4 g of 2-amino-3-methyl-5-iodopyridine [J. Org. Chem. (1995), p. 5356]. At about -50 C., a solution of 48.3 g of sodium nitrite in 120 ml of water was subsequently added dropwise. After about 2 hours of stirring at 0 C., the mixture was diluted with 1 l of water and extracted with methyl tert-butyl ether (MtBE). The organic phases were washed with NaHCO3 solution and water and then dried. Distillative removal of the solvent under reduced pressure and silica gel chromatography (cyclohexane/MtBE=1:10) gave 3.6 g of the product in the form of dark crystals. 1H-NMR (CDCl3, ppm): delta=8.4 (1H); 7.9 (1H); 2.3 (3H).

With the rapid development of chemical substances, we look forward to future research findings about 166266-19-9.

Reference:
Patent; BASF Aktiengesellschaft; US6372766; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1190319-62-0, 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 1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Add the compound 1E (10 g, 46 mmol) obtained in the previous step to DMF (100 ml), and then add potassium carbonate (12.8 g, 93 mmol) and(R) -cyclohexyl (phenyl) methyl methanesulfonate (25g, 93mmol) (synthesized according to the method described in patent WO2015100282A1), heating the obtained reaction solution to 60 degrees Celsius, and stirring the reaction overnight,TLC showed that the reaction was completed. The reaction solution was poured into 500 ml of water and extracted with ethyl acetate (2 × 500 mL).The combined organic phases were washed with a saturated sodium chloride solution (3 × 500 mL), the organic phases were dried over anhydrous sodium sulfate,The desiccant was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 3: 1 to 1: 1 (volume ratio V: V)) to obtain the target compound 1F (8.2 g , White solid), yield 46%.

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 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one.

Reference:
Patent; Wuhan Yukeyuan Pharmaceutical Biological Technology Co., Ltd.; Fang Huaxiang; Yu Bin; Li Fangfang; Zhang Xiaolin; Che Peng; Xu Yong; (18 pag.)CN110357878; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem