Month: March 2022

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.57883-25-7, name is 3-Bromo-2-ethoxypyridine, molecular formula is C7H8BrNO, molecular weight is 202.05, as common compound, the synthetic route is as follows.name: 3-Bromo-2-ethoxypyridine

To a solution of 3-bromo-2-ethoxy-pyridine (350 mg, 1.7 mmol) in NMP (2 mL) was added Zn(CN)2 (244 mg, 2.1 mmol) and Pd(dppf)Cl2 (127 mg, 0.17 mmol). The mixture was degassed with lh and heated at 140C under microwave irradiation for 1 hour. The mixture was cooled to room temperature and filtered through celite. The filtered cake was washed with ethyl acetate (30 mL). The filtrate was washed with water (20 mL c 2) and brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (0%~20% ethyl acetate in petroleum ether) to give 2-ethoxynicotinonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57883-25-7, 3-Bromo-2-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Add 200 mL of dioxane to a 500 mL single-necked flask equipped with magnetic stirring at room temperature.Intermediate M99.1g (43.86 mmol, 1 eq),3-bromo-4-nitropyridine 13.2 g (65·81 mmol, 1.5 eq),Potassium carbonate aqueous solution (carbonPotassium acid 18.19g,131.61 mmol, 3 eq,Water 65.8mL, 2M),Tetrakistriphenylphosphine palladium 1 · 52g (1 · 32mmol, 0 · 03eq),Turn on the agitation,Replace the nitrogen 3 times,Warm up to 100C,Reaction overnightThe reaction solution was cooled to room temperature.Extracted with ethyl acetate,Take the upper layer,The reaction solution was sprinkled,Column chromatography separation (eluent: PE: DCM = 2:1),Get a crude product,Boiled with n-hexane,Obtained 16g of a yellow solid.The yield is 58.35%

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Ren Xueyan; (33 pag.)CN110294760; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, 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. category: pyridine-derivatives

S)- 1 -(3,5-Dichloropyridin-4-yl)ethanol Separate the mixture of stereoisomers obtained in the above reaction on a CHIRALPAK AD-H column eluting with 90% heptanes/ 10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCI3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm- 1 using a ChiralIR FT VCD spectrometer (BioTools Inc ) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-3 IG** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm- 1 vibrational circular dichroism. The above analysis shows the product to be the S- isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [MH-I]+.

With the rapid development of chemical substances, we look forward to future research findings about 1254473-66-9.

Reference:
Patent; ELI LILLY AND COMPANY; CHEN, Daohong; LI, Hong-Yu; ZHAO, Genshi; WO2010/129509; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131747-55-2, 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.131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine, molecular formula is C6H6FNO, molecular weight is 127.12, as common compound, the synthetic route is as follows.

The crude (2-fluoropyridin-3-yl)methanol was dissolved in dichloromethane (30 mL) at 00C under nitrogen. Phosphorus tribromide (4.2 mL, 42 mmol) was added dropwise. The resulting mixture was stirred at room temperature overnight. The reaction was quenched by addition of 10% NaHCO3 solution (5 mL). After 10 minutes, Na2SO4 (30 g) was added. The solvent was filtered and evaporated to provide 3-(bromomethyl)-2-fluoropyridine, which was used without further purification.

Statistics shows that 131747-55-2 is playing an increasingly important role. we look forward to future research findings about 2-Fluoro-3-(hydroxymethyl)pyridine.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-77-2, 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. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 4-bromo-2-fluoropyridine-3-carbaldehyde (101 mg, 0.5 mmol), 4-(tributylstannyl)-1-(triphenylmethyl)-1H-imidazole (Intermediate A, 450 mg, 0.75 mmol) and PdAMPHOS (35 mg, 0.05 mmol) in acetonitrile (3 mL) was stirred at 100 C. for 5 h under N2 atmosphere. Then the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL*2). The organic phases were combined, washed with brine, and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (10% to 30% gradient) to yield 2-fluoro-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]pyridine-3-carbaldehyde (70 mg, 33%) as light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); 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. 619331-71-4, name is 4,7-Dibromo-1H-pyrrolo[2,3-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 619331-71-4

A mixture of 4,7-dibromo-lH-pyrrolo[2,3-c]pyridine (946 mg, 3.43 mmol), Nal (2.08 g, 13.7 mmol), Cul (33 mg, 0.17 mmol), and trans-N,N’-dimethylcyclohexane-l, 2-diamine (51 mg, (1779) 0.35 mmol) in l,4-dioxane (10 mL) was stirred at 90 C under argon for 4 h. LC/MS showed complete conversion was achieved (LC-MS 323.0, 325.0 [M+H]+, RT 1.30 min). The solvent was removed and the residue was suspended in ethyl acetate and filtered. The filtrate was washed with NH4CI (aq.), water and brine, dried over anhydrous Na2S04 and concentrated. The material obtained was dissolved in dichloromethane (20 mL) and treated with di-tert-butyl dicarbonate (1.20 mL, 5.1 mmol) and a few crystals of 4-dimethylaminopyridine. After stirring at room temperature for 2 h, the mixture was concentrated and chromatographed on a silica gel column (ethyl acetate in hexames, 0 – 50%) to provide tert-butyl 4-bromo-7-iodo-pyrrolo[2,3-c]pyridine- l-carboxylate (1.41 g, 97%) as a pink oil. LC-MS 423.3, 425.3 [M+H]+, RT 1.69 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, 619331-71-4, 4,7-Dibromo-1H-pyrrolo[2,3-c]pyridine.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; BHATTACHARYYA, Anuradha; JIANG, Yao; KARP, Gary, Mitchell; NARASIMHAN, Jana; TURPOFF, Anthony; ZHANG, Nanjing; (0 pag.)WO2020/5882; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1589541-56-9 ,Some common heterocyclic compound, 1589541-56-9, molecular formula is C6H3Cl2N3, 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 stirred solution of compound 6-amino-2,4-dichloronicotinonitrile (0.26 g, 1.37mmol) in chloroform (7.0 mL) was added diisopropylethylamine (0.49 mL, 2.75 mmol)followed by imidazole (0.47 g, 6.87 mmol) and CDI (1.15 g, 6.87 mmol) at 0 C and allowed to stir at room temperature for 12 h. After the clear solution is formed (R)-(+)-phenyl ethyl amine (1.08 g, 8.9 mmol) was added at room temperature and stirred for 2 h. After confirming the completion of starting material by TLC, the reaction mixture was concentrated underreduced pressure and dissolved in ethyl acetate and then washed with water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure to get crude product which was purified by column chromatography (hexanes:ethyl acetate=7:3) to afford desired product. 1H NMR (ppm, 400 MHz, DMSO-d6): delta 10.07 (s, 1H), 8.03 (s, 1H), 7.37-7.32 (m, 5H), 7.28-7.24 (m, 1H), 4.84 (t, J= 8.00 Hz, 1H), 1.41 (d, J= 8.00Hz, 3H). MS ES calc?d. for C15H12Cl2N4O [M+H]+ 335; Found 335.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1589541-56-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WILSON, Kevin, J.; WITTER, David, J.; SILIPHAIVANH, Phieng; LIPFORD, Kathryn; SLOMAN, David; FALCONE, Danielle; O’BOYLE, Brendan; MANSOOR, Umar Faruk; LIM, Jongwon; METHOT, Joey, L.; BOYCE, Christopher; CHEN, Lei; DANIELS, Matthew, H.; FEVRIER, Salem; HUANG, Xianhai; KURUKULASURIYA, Ravi; TONG, Ling; ZHOU, Wei; KOZLOWSKI, Joseph; MALETIC, Milana, M.; SHINKRE, Bidhan, A.; THATAI, Jayanth Thiruvellore; BAKSHI, Raman Kumar; KARUNAKARAN, Ganesh Babu; WO2014/52563; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 167837-43-6, Adding some certain compound to certain chemical reactions, such as: 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid,molecular formula is C8H8N2O2, 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 167837-43-6.

e) 3-(6-amino-pyridin-3-yl)-N-(3-cyano-lH-indol-2-yhnethyl)-N-methyl-acrylamide; EDC (250 mg, 1.3 mmol) was added to a solution of (£)-3-(6-Amino-pyridin-3-yl)- acrylic acid (172 mg, 1.05 mmol), 2-methylaminomethyl-lH-indole-3-carbonitrile (186 mg, 1.0 mmol), HOBf H2O (135 mg, 1.0 mmol) and DPEA (510 muL, 3.0 mmol) in dry DMF (4 mL). After 3 days of stirring, the mixture was diluted with water (50 mL) at 100C. The resulting precipitate was filtered, washed with water and dried to afford the title compound (277 mg, 84%). 1H NMR (300 MHz, DMSO-d6, delta): 12.1 (m, IH), 8.16 (s, IH), 7.84 (s, IH), 7.5 (m, 3H), 7.2 (m, 2H), 6.97 (m, IH), 6.44 (s, 2H), 5.08 and 4.88 (rotamers, 2s, 2H), 3.22 and 2.96 (rotamers, 2s, 3H). MS (ESI): m/e 332 (M+H)+.

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. 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2007/53131; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1254073-41-0, name is 5-Fluoropicolinohydrazide, the common compound, a new synthetic route is introduced below. Recommanded Product: 1254073-41-0

The title compound was prepared in an analogous method to that described in E1 11. To a solution of 4-[(2-chlorophenyl)carbonyl]-2-piperazinone (I4) (225 mg, 0.943 mmol) in Dichloromethane (5 ml) stirred under argon at room temp was added solid triethyloxonium tetrafluoroborate (179 mg, 0.943 mmol). The reaction mixture was stirred at RT for 2 hr. Solid 5-fluoro-2-pyridinecarbohydrazide (I24) (161 mg, 1.037 mmol) was added and the reaction mixture stirred at RT for 18 hr. The solvent was evaporated in vacuo, and the residue dissolved in n-butanol (5 ml) and stirred at 120 0C for 4 hr. The reaction mixture was cooled to room temperature and partitioned between Dichloromethane (~ 25 ml) and saturated brine (~ 25 ml). The aqueous phase was extracted wih Dichloromethane (2 x 25 ml) and the combined organic extracts washed with saturated brine (~ 25 ml), dried over sodium sulphate, and evaporated in vacuo to afford the crude product as a yellow oil. This was dissolved in 1 :1 MeOH:DMSO and purified by Open Access Mass Directed AutoPrep on Sunfire C18 column using Acetonitrile Water with a Formic acid modifier. The solvent was evaporated in vacuo and the residue dried overnight in a vacuum oven at 40 0C to give the required product as a white powder in 126.4 mg.LCMS: 2 minute run in MeCN. MH+ m/z = 358.03; RT = 0.80-0.82 min.

The synthetic route of 1254073-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); 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. 149142-67-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H3BrN2O2

An appropriate amount of 1.82 g (10 mmol) of 5-chloro-7-N erythropoose was dissolved in 50 mL of ethanol, placed in a Erlenmeyer flask,Was slowly added dropwise to 50 mL of an ethanol solution containing 0.75 g (15 mmol) of hydrazine hydrate and heated to 80 C for 6 hours. Thin layerChromatography method to track the reaction to complete, the reaction system of the mixture before the hot filter, washed with ethanol, the filtrate was static crystallizationIntermediates. The resulting intermediate was placed in a reactor with 2.26 g (10 mmol) of 5-bromo-7-Nindalene, 50 mL of ethanol was added,Heated and stirred, and refluxed at 80 C for 4 hours. TCL tracking to the reaction is complete, stop heating, remove the condensing device. Will reactThe solid-liquid mixture of the system was concentrated under reduced pressure, cooled to room temperature and filtered. The filter cake was washed with warm water to give 5-chloro-5′-bromo-Double 7-N hetero-aldehyde Schiff base (2) crude. The crude product was added to the reactor, and 25 mL of ethanol was added for recrystallization,Dried to give a yellowish brown color crystalline powder (3.11 g) in a total yield of 76.9%.

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, 149142-67-6, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-2,3-dione.

Reference:
Patent; Shaanxi University of Science and Technology; Liang Chengyuan; Jia Minyi; Tian Danni; Ju Weihui; Pei Shaomeng; (17 pag.)CN106632407; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem