Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 1206979-33-0, 6-Chloro-1H-pyrazolo[4,3-c]pyridine, 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, 1206979-33-0, blongs to pyridine-derivatives compound. category: pyridine-derivatives

At r.t. to a suspension of 6-chloro-1H-pyrazolo[4,3-c]pyridine (0.5 g, 3 mmol) (Frontier Cat. No. Z13659) in methylene chloride (3 mL) and THF (1 mL) was added methanesulfonic acid (42 muL, 0.65 mmol), followed by dihydropyran (0.89 mL, 9.8 mmol). The mixture was stirred at r.t. for 2 h., and then at 50 C. overnight. After cooling the mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-50%) to afford the desired product (0.8 g). LCMS (M+H)+=238.0; LCMS (M-84+H)+=154.0/156.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206979-33-0, its application will become more common.

Reference:
Patent; Incyte Corporation; Zhuo, Jincong; Xu, Meizhong; Qian, Ding-Quan; US2014/171405; (2014); 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. 183610-70-0, name is 2-Amino-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Formula: C6H5F3N2

To a stirred solution of R-10 (2.70 g, 16.66 mmol) in DMF (15 ml) is added N- bromosuccinimide (3.00 g, 16.85 mmol) as a DMF solution (15 ml, dropwise). After 4 h the reaction is poured onto ice. The resulting precipitate is collected via filtration to give the product as an off-white solid. Dissolved into DCM and washed with brine. The layers are separated and the organic phase is dried (MgS04), filtered and concentrated to give the title intermediate (3.8 g); m/z 241.2/243.2 [M/M+2H] .

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, 183610-70-0, 2-Amino-3-(trifluoromethyl)pyridine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John; LO, Ho Yin; LOKE, Pui Leng; LIU, Weimin; MORWICK, Tina Marie; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee; WO2012/24150; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5467-69-6, 6-Methoxy-2-methyl-3-nitropyridine, 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, Computed Properties of C7H8N2O3, blongs to pyridine-derivatives compound. Computed Properties of C7H8N2O3

Step 1: A solution of commercially available 6-methoxy-2-methyl-3-nitropyridine (183 mg, 1.19 mmol), [5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methanol (see preparation 1, 320 mg,1.13 mmol) and PPh3 (563 mg, 2.15 mmol) in toluene (30 ml) was cooled to 0C, DIAD (434 mg, 2.15 mmol) was added and the mixture was stirred at room temperature for 12 h. The solution was concentrated under reduced pressure to give a crude residue which was purified by flash chromagraphy to give 5-cyclopropyl-3-(2,6-dichlorophenyl)-4-((6-methyl-5-nitropyridin-2-yloxy)methyl) isoxazole (340 mg, 0.810 mmol; 68% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5467-69-6, 6-Methoxy-2-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Phenex Pharmaceuticals AG; EP2128158; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-37-0, 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.15862-37-0, name is 2,5-Dibromo-3-nitropyridine, molecular formula is C5H2Br2N2O2, molecular weight is 281.89, as common compound, the synthetic route is as follows.

In a 250 mL thick-walled flask was added (2-chloropyrimidin-5-yl)boronic acid (1 g, 6.32 mmol),2,5-dibromo-3-nitropyridine (1.780 g, 6.32 mmol) in 90 mL of THF. Added tripotassium phosphate (2.68 g, 12.6 mmol)and PdChidppO-CLhChAdduct (0.103 g, 0.126 mmol) . Bubbled in argon through the mixture while sonicating for 1 min. Capped flask and heated in an oil bath at 65 C overnight. Concentrated to afford a brown solid. The crude material was purified on a 120 g ISCO column, eluting with 20% EtOAc/hexanes to 50% EtOAc/hexanes over 20 column volumes. The fractions containing the title compound were concentrated to afford 0.72 g (36% yield) of a yellow solid. NMR (400MHz, CDCh) delta 9.04 (d, J=2.0 Hz, 1H), 8.83 (s, 2H), 8.58 (d, J=2.0 Hz, 1H).

Statistics shows that 15862-37-0 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 766-16-5, Adding some certain compound to certain chemical reactions, such as: 766-16-5, name is 4-Fluoro-2-methylpyridine,molecular formula is C6H6FN, 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 766-16-5.

4-Fluoro-2-methylpyridine(4.32 g, 4.01 mL, 38.9 mmol), NBS (6 g, 33.7 mmol) and AIBN(0.56 g, 3.4 mmol) were mixed and CCl 4 (50 mL) was added, followed by heating to 80 C. for 3 h. After cooling the reaction mixture with diatomaceous earthThe filtrate was concentrated under reduced pressure and the crude product was purified by silica gel column chromatography (eluent: PE / EtOAc (v / v) = 9/1) to giveTo 1.3 g of product as a brown oil, yield: 16%.

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. 766-16-5, 4-Fluoro-2-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6419-36-9, Adding some certain compound to certain chemical reactions, such as: 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride,molecular formula is C7H8ClNO2, 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 6419-36-9.

Compound 1 was prepared according to the method of a literature reported [28]. The pyrid-3-ylacetic acid hydrochloride (0.9g, 5.2mM) and triethylamine (1.4g, 13.1mM) were dissolved in dioxane (15mL), and the mixture was stirred at room temperature for about 10min. Then 1H-indole-3-carbaldehyde (0.5g, 3.5mM) and piperidine (0.6g, 15.2mM) were added, and the resulting mixture was stirred at reflux temperature for one day. After the reaction was completed, the solution was diluted with ethyl acetate, evaporated with silica and purified by flash chromatography to give the product. Yield: 1.06g (83%). 1H NMR (400MHz, DMSO-d6) delta 11.42 (s, 1H), 8.77 (d, J=2.1Hz, 1H), 8.38 (dd, J=4.7, 1.5Hz, 1H), 8.06 (d, J=7.8Hz, 1H), 8.02 (dt, J=8.0, 1.9Hz, 1H), 7.69 (d, J=2.6Hz, 1H), 7.57 (d, J=16.6Hz, 1H), 7.45 (d, J=8.0Hz, 1H), 7.36 (dd, J=7.9, 4.7Hz, 1H), 7.21-7.17 (m, 1H), 7.16-7.10 (m, 2H). HRMS (ESI) m/z calculated for C15H12N2 [M+H]+: 221.10375, found: 221.10375.

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. 6419-36-9, 2-(Pyridin-3-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hua, Shixian; Wang, Xinyi; Chen, Feihong; Gou, Shaohua; Bioorganic Chemistry; vol. 92; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 60832-72-6

The synthesis was carried out analogously to the reaction procedure of Example I-1 using: 0.50 g (3.67 mmol) of oxazolo[4,5-b]pyridin-2(3H)-one (cf. WO 2010/135014 A1), 0.82 g (3.67 mmol) of 2-chloro-5-chloromethyl-3-fluoropyridine (DE 102006015468 A1), 1.79 g (5.51 mmol) of cesium carbonate in 50 ml of DMF, 62.5 mg of cesium iodide. [0183] This gives 32.0 mg (3.1% of theory) of 4-(6-chloro-5-fluoropyridin-3-ylmethylloxazolo[4,5-b]pyridin-2(4H)-one. [0184] LC-MS (ESI positive): m/z found: 280.0 [M++H]. [0185] C12H7ClFN3O2 calculated: 279.0. [0186] 1H NMR (600 MHz, DMF-d6) delta 5.73 (s, 2H), 6.99 (t, 1H), 7.47 (dd, 1H), 8.08 (dd, 1H), 8.16 (dd, 1H), 7.56 (d, 1H) ppm [0187] 13C with 1H decoupling (CPD) NMR (150 MHz, DMF-d6) delta 52.4 (CH2), 112.6, 113.3, 145.2, 160.7 (hetaryl-C), 138.5 (Py-CCl), 154.9 (Py-CF), 126.4, 133.3, 146.2 (Py-C), 163.1 (C?O) ppm

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, 60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one.

Reference:
Patent; Jeschke, Peter; Schindler, Michael; Woelfel, Katharina; Ebbinghaus-Kintscher, Ulrich; Voerste, Arnd; Malsam, Olga; Losel, Peter; Goergens, Ulrich; US2014/113824; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 14150-94-8, name is 1-Methyl-3,5-dinitro-1H-pyridin-2-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 1-Methyl-3,5-dinitro-1H-pyridin-2-one

Into a 50 mL sealed tube was placed tert-butyl 3-methyl-4-oxocyclohexane-1-carboxylate (2.7 g, 14.7 mmol) and 1-methyl-3,5-dinitro-1,2-dihydropyridin-2-one (2.9 g, 14.7 mmol). Added 7M ammonia in methanol (20 mL), sealed, and stirred overnight at 100 C. The mixture was cooled and concentrated. The crude product was purified by preparatory HPLC. Pure fractions were combined and concentrated to yield the title compound (1.7 g, 49%) as an oil.

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, 14150-94-8, 1-Methyl-3,5-dinitro-1H-pyridin-2-one.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 180995-12-4 , The common heterocyclic compound, 180995-12-4, name is 2,4-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, 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.

Ethyl 6-amino-4-((1-((te/f-butoxycarbonyl)amino)propan-2-yl)amino)-1 -methyl-2- oxo-1 , 2-dihydroquinoline-3-carboxylate (from step 2; 50 mg, 0.12 mmol), 2,4- dichloronicotinonitrile (21 mg, 0.12 mmol) and DIPEA (62 uL, 0.36 mmol) were combined in a microwave vial and dissolved in NMP (1 mL). The reaction mixture was heated at 110 C under microwave irradiation for 90 min, followed by heating at 110 C in a heating block for a further 8 h. The reaction mixture was cooled to rt, and trifluoroacetic acid (183 uL, 2.39 mmol) was added and the reaction mixture was stirred at 70 C for 30 min. The reaction mixture was cooled to rt, and DIPEA (0.5 mL) was added. The reaction mixture was stirred at 70 C for 4 h. The reaction mixture was cooled to rt and partitioned between EtOAc (20 mL) and water (20 mL). The aqueous layer was extracted once with EtOAc (20 mL) and the organic extracts were combined, washed twice with brine, dried (MgS04), and concentrated in vacuo affording the title compound (62 mg, 94%) as a brown oil which was used without further purification. LCMS (Method T4); RT 2.91 min; m/z 555.211 [M+H]+.

The synthetic route of 180995-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; COLLIE, Gavin; MENICONI, Mirco; BRENNAN, Alfie; LLOYD, Matthew Garth; (222 pag.)WO2019/197842; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944582-95-0, 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. 944582-95-0, name is 6-Fluoro-4-methylnicotinic acid. A new synthetic method of this compound is introduced below.

A round bottom flask was charged with 6-fluoro-4-methylnicotinic acid (1.13 g, 7.28 mmol, Frontier) and DCM (73 mL) to give a clear solution, Thionyl chloride (5.32 mL, 72.8 mmol) was added drop-wise and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated to dryness under reduced pressure and the residue was dissolved in EtOAc (10 mL) and added drop-wise to a rapidly stirred mixture of EtOAc (40 mL) and concentrated aqueous NH4OH (36.9 ml, 947 mmol). The mixture was stirred for about 1 h, and the layers were separated. The aqueous layer was further extracted with EtOAc (50 mL) and the combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated to dryness under reduced pressure to give 6-fluoro-4-methylnicotinamide (0.69 g, 61%) as white solid: LC/MS (Table 2, Method d) Rt=1.03 min; MS m/z 153 (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,944582-95-0, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; US2009/312338; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem