Tag: M.W:200-300

Electric Literature of 929000-66-8, 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.929000-66-8, name is 3-Bromo-6-chloropyridine-2-carboxylic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.4505, as common compound, the synthetic route is as follows.

Tosyl chloride (7.7 g, 40.4 mmol) was added to a solution of 2-chloro-5- bromo picolinic acid (4 g, 17 mmol) and pyridine (9.2 mL, 114 mmol) in 33 mL of t-BuOH at 00C. The reaction was then stirred at room temperature for 12 hours. NaHCO3Sat was then added and the mixture was extracted with ethyl acetate (3 times). The combined organic phases were washed with brine and dried over Na2SO4. Concentration afforded the desired compound 12 IA (quantitative). It was used in the next step without further purification: 1H NMR (300 MHz, CDCl3) ?7.85 (d, IH), 7.26 (d, IH), 1.63 (s, 9H).

Statistics shows that 929000-66-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-6-chloropyridine-2-carboxylic acid.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6311-35-9, 6-Bromonicotinic 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, Computed Properties of C6H4BrNO2, blongs to pyridine-derivatives compound. Computed Properties of C6H4BrNO2

Preparation 66-Brom o-nicotinam ideTo a solution of 6-bromo-nicotinic acid (4.8g, 23.8 mmol) in dimethylsulfoxide (20ml) was added at room temperature carbonyldiimidazole (4.8g, 29.6 mmol), and the mixture stirred for 16 hours. To the mixture was added dropwise, with cooling in ice bath, 0.880 ammonia solution (40ml), then the mixture stirred for 1 hour, then poured into water (20ml). The precipitate was filtered, washed with water and dried in vacuo to give the title product as a white solid in 81% yield, 3.9g.1 HNMR(DMSO-D6, 300MHz) delta: 7.66(br.s, 1H), 7.73(d, 1H), 8.09(m, 1H), 8.15(br.s, 1H), 8.78(d, 1 H). micro analysis found (%); C(36.00), 1-1(2.60), N(13.67); C6H5N2Br requires (%); C(35.84), H(2.51), N(13.93)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6311-35-9, 6-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2007/52124; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58530-53-3, Adding some certain compound to certain chemical reactions, such as: 58530-53-3, name is 2,4-Dibromopyridine,molecular formula is C5H3Br2N, 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 58530-53-3.

In a 1L round-bottom flask are combined 2,4-dibromopyridine (20.0 g, 84.6 mmol), copper iodide (3.22 g, 16.9 mmol), 1,10-phenanthroline (6.10 g, 33.8 mmol), cesium carbonate (110 g, 338 mmol), Celite (16 g) and p-xylene (170 mL). To the resulting slurry is added 2-bromo-4-methylaniline (10.6 mL, 84.6 mmol) and nitrogen is bubbled through the vigorously stirred mixture for 10 minutes. The flask is fitted with a reflux condenser and the system is heated at 135C for 24 hours. The reaction mixture is cooled to room temperature and filtered. The filter cake is rinsed with methylene chloride and ethyl acetate and the combined organic filtrates are concentrated under reduced pressure over silica gel. The crude reaction product is purified by chromatography on silica gel using a gradient of 0 to 10% ethyl acetate in methylene chloride. The resulting brown solid is slurried in methylene chloride and triturated using hexanes, then isolated by filtration to provide the title compound (6.52 g, 25.0 mmol, 30% yield) as a shiny yellow solid: 1H NMR (400.13 MHz, DMSO-d6 with TFA-d) ppm: 9.40 (dd, J=0.9, 7.2 Hz, 1H), 8.45 (dd, J=0.7, 1.8 Hz, 1H), 8.42 (bs, 1H), 7.86 (dd, J=2.1, 7.3 Hz, 1H), 7.83 (d, J=8.4 Hz, 1H), 7.64 (dd, J=0.9, 8.4 Hz, 1H), 2.57 (s, 3H); 13C NMR (100.62 MHz, DMSO-d6 with TFA-d) ppm 142.6, 134.6, 131.9, 130.8, 129.9, 129.4, 127.0, 119.7, 115.0, 113.8, 113.4, 21.1; HRMS (m/z): found: 261.0013 (M+H), calcd for C12H10N2Br: 261.0027, Err=-5.4 ppm.

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. 58530-53-3, 2,4-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; ATTARDO, Giorgio; HORCHLER, Carey; XIONG, Hui; (53 pag.)WO2017/83198; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 102368-13-8, 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 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one). This compound has unique chemical properties. The synthetic route is as follows.

Example 74 1-(2-Azidoethoxy)-4-isothiocyanatomethyl-2-methoxy Benzene (34) A solution of 33 (0.115 g, 0.33 mmol) in DMF (1.5 mL) was treated with NEt3 (0.037 g, 0.36 mmol) and stirred for 1 h. The mixture was treated with 1,1-thiocarbonyl di-2(1H)-pyridone (0.084 g, 0.33 mmol) and stirred for 2.5 h at room temperature. The mixture was diluted with H2O and extracted with diethyl ether several times. The combined organic layer was washed with H2O and bnine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel using EtOAc:Hex (1:2) as eluant to give 34 as oil (0.065 g, 74%) 1H NMR (CDCl3) delta 6.75-6.91 (m, 3H, Ar), 4.65 (s, 2H, CH2N=C=S), 4.20 (t, 2H, OCH2), 3.90 (s, 3H, OCH3), 3.62 (t, 211, CH2N3)

According to the analysis of related databases, 102368-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pacific Corporation; Digital Biotech Co., Ltd.; US6476076; (2002); B1;,
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 14482-51-0, name is 2-Bromo-3,5-dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 14482-51-0

To a solution of 56 g (0.246 mol) of 2-bromo-3,5-dichloropyridine in 500 mL of dry dimethylsulfoxide, were added 53 g (0.261 mol) of ethyl bromodifluoroacetate followed by 94 g (0.518 mol) of copper bronze (200 mesh). The suspension was stirred at 50 C for 5 hours. After cooling, a solution of 44 g (0.328 mol) of potassium monophosphate in 280 mL of water was added and stirred for 1 hour. The black mixture was filtered over a cake of Supercel, and the cake washed three times with 200 mL of ethyl acetate. The organic phases were collected, washed with brine and dried over magnesium sulfate. After evaporation of the solvent under vacuum 57.6 g of a brown oil were obtained. After purification by column chromatography over silica gel (heptane/ethyl acetate 9/1) 40 g (57%) of ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate (Int-5) were obtained as a yellow oil, (M+1) = 270, 19F-NMR (235MHz, CDCl3) delta (ppm): – 104.21 (CF2).

With the rapid development of chemical substances, we look forward to future research findings about 14482-51-0.

Reference:
Patent; Bayer CropScience AG; The designation of the inventor has not yet been filed; EP2606727; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 888327-36-4 ,Some common heterocyclic compound, 888327-36-4, molecular formula is C6H3BrF3NO, 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.

To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine ( 1.0 g, 4.1 mmol) and 3-bromo- l – -l,2,4-triazole (0.91 g, 6.2 mmol). Lambda ,/V-Dimethylformamide (16 ml_) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the via l was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3 x 150 ml_). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%) : *H N MR (400 MHz, CDCI3) delta 9.01 (s, 1H), 8.39 (d, J = 2.4 Hz, 1H), 7.94 (d, J = 8.8 Hz, 1H), 7.77 (dd, J = 1.6 Hz, 8.8Hz, 1H) ; ESIMS m/z 309 ([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,888327-36-4, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; DEMETER, David A.; (242 pag.)WO2017/40742; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6295-87-0, 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 6295-87-0, name is 1-Aminopyridinium Iodide. This compound has unique chemical properties. The synthetic route is as follows.

But-3-yn-2-one (0.71g, 10.4mmol) and 1-aminopyridinium iodide (2.69g, 12mmol) were dissolved in DMSO (21mL) and treated with K2CO3 (1.30g, 9.36mmol) and KOH (1.17g, 20.8mmol). The mixture was stirred for 6hat room temperature. Then the reaction mixture was poured in water (50mL) and extracted with ethyl acetate (15mL¡Á3), the combined organic phase was washed with brine (20mL¡Á2), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate=4:1) to provide 12o as a pale yellow solid (0.53g, 31%). Mp: 94-96C (Lit.Mp [19]: 102-103C). 1H NMR (400MHz, CDCl3): delta=2.56 (s, 3H), 7.01 (t, J=8.0Hz, 1H), 7.47 (t, J=8.0Hz, 1H), 8.34-8.40 (m, 2H), 8.54 (d, J=8.0Hz, 1H).

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 6295-87-0, 1-Aminopyridinium Iodide.

Reference:
Article; Li, Ri-Dong; Wang, Hui-Ling; Li, Ying-Bo; Wang, Zhong-Qing; Wang, Xin; Wang, Yi-Tao; Ge, Ze-Mei; Li, Run-Tao; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 381 – 391;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine, molecular formula is C5H2Cl2IN, 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.

Production Example 962- (4-{2- [6- (4-acetylpiperazin-l-yl) -3- (trifluoromethyl)pyridin-2-yl] ethyl }phenyl) acetohydrazide dihydrochloride step 1 [0304] [0305]Potassium fluoride (2.24 g, 38.5 mmol) and copper (I) iodide (7.33 g, 38.5 mmol) were weighed in a flask, and the mixture was heated with a gas burner while gently shaking under high vacuum until the content becomes a pale-yellow green. After cooling to room temperature, anhydrous N, N- dimethylformamide (50 ml) , anhydrous tetrahydrofuran (10 ml) and trimethyl (trifluoromethyl) silane (5.5 ml, 35 mmol) were added. The mixture was heated to 5O0C, and stirred for 21 hrs. A mixed solution of 2, beta-dichloro-3-iodopyridine (9.59 g, 35.0 mmol) in anhydrous N, N-dimethyIformamide (10 ml)- anhydrous tetrahydrofuran (20 ml) was added dropwise to the above- mentioned reaction mixture at 5O0C. After stirring at 50C for 21 hrs, trimethyl (trifluoromethyl) silane (0.55 ml, 3.5 mmol) was added, and the mixture was stirred for 24 hrs. The reaction mixture was cooled to room temperature, poured into 12% aqueous ammonia, and the mixture was extracted 3 times with diethyl ether. The combined organic layer was washed successively with 12% aqueous ammonia, IM hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane:hexane = 1:4) to give 2, 6-dichloro~3- (trifluoromethyl) pyridine (7.32 g, yield 97.3%)

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 148493-37-2, 2,6-Dichloro-3-iodopyridine.

Reference:
Patent; R-tech Ueno, Ltd.; WO2009/145360; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 872365-91-8, Adding some certain compound to certain chemical reactions, such as: 872365-91-8, name is 2-Bromo-6-(difluoromethyl)pyridine,molecular formula is C6H4BrF2N, 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 872365-91-8.

Step 1: 2-Bromo-6-(difluoromethyl)pyridine (CAS 872365-91-8, 1 g) was dissolved under argon in N,N-dimethylacetamide (10 ml), then copper (I) cyanide (340 mg) and sodium cyanide (193 mg) were added. The reaction mixture was stirred in a sealed tube for 24 h at 120C and for 6 days at 125C. After cooling to room temperature, the reaction mixture was poured onto saturated aqueous NaHC03. AcOEt was added and the solids were removed by filtration. The organic layer was concentrated and the product was purified by flash chromatography (silica gel, 0% to 100% EtOAc in n-heptane) to give 6- (difluoromethyl)picolinonitrile (720 mg) as a colorless semisolid.

According to the analysis of related databases, 872365-91-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; SIENA BIOTECH S.P.A.; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (81 pag.)WO2016/1266; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 942947-94-6, 5-Bromo-4-chloropyridin-2-amine, 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 C5H4BrClN2, blongs to pyridine-derivatives compound. Computed Properties of C5H4BrClN2

A mixture of water (2.2 mL) and concentrated sulfuric acid (0.31 mL, 5.78 mmol) was cooled to 0 C and 5-bromo-4-chloropyridin-2-amine (500 mg, 2.41 mmol) was added in one portion. A solution of sodium nitrite (183 mg, 2.65 mmol) in water (0.2 mL) was added dropwise so that the internal temperature did not rise above 5 C. The reaction was stirred at 0 C for 3 h. The suspension was taken to pH 7 by addition of (0687) concentrated aqueous ammonia and the precipitate was collected by filtration to give the title compound (440 mg, 88%) as a pale yellow solid. LCMS (Method B): RT = 0.70 min, m/z = 209 [M+H]+. 1 H NMR (400 MHz, DMSO-d6): delta 7.94 (s, 1 H), 6.75 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,942947-94-6, 5-Bromo-4-chloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; ALMAC DISCOVERY LIMITED; HEWITT, Peter; MCFARLAND, Mary Melissa; ROUNTREE, James Samuel Shane; BURKAMP, Frank; BELL, Christina; PROCTOR, Lauren; HELM, Matthew Duncan; O’DOWD, Colin; HARRISON, Timothy; (280 pag.)WO2018/20242; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem