Month: September 2021

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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine. A new synthetic method of this compound is introduced below., Product Details of 588729-99-1

Step 1. 6-Bromo-thiazolo [5,4-b] pyridin-2-yl amine:(Intermediatel) In a 50ml RB flask, 5-bromo-2-chloropyridin-3-amine (3.11 g, 15 mmol) was taken in cone. HCl (30 mL) and sonicated well to give pale brown solution. To this potassium thiocyanate (2.187 g, 22.50 mmol) was added and the resulting mixture was heated at 1000C for 6hrs .The reaction mixture was changed to pale yellow suspension after 30 minutes of reflux. The reaction mixture was evaporated in vacuo; ice-cold water was added to the residue, sonicated well and neutralized with saturated sodium carbonate under cooling condition. The precipitated solid was sonicated well, filtered and dried under high vacuum afforded the product as off-white solid (2.5gm)MS (ES+): 231 Rw C6H4BrN3S1H NMR 5(DMSO-dfi): 5.85 (bs, 2H,NH2); 7.3 (s, lH,Aro); 7.65 (s, lH,Aro).

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, 588729-99-1, 3-Amino-5-bromo-2-chloropyridine.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5435-54-1, 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. 5435-54-1, name is 3-Nitropyridin-4-ol, molecular formula is C5H4N2O3, 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.

4-Hydroxy-3-nitropyridine (10 g, 71.38 mmol) was added to 100 ml of phosphorus oxychloride. The reaction mixture was refluxed for 1 hour and then concentrated under reduced pressure. The resulting residue was added to 500 ml of ice water and then neutralized with 2N sodium hydroxide solution. The reaction mixture was extracted with 300 ml of methylene chloride. The separated organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure to give the titled compound (9.2 g, 92.0 %) as a pale yellow solid.[145] Rf (n-hexane/ethyl acetate = 2/1 , v/v) = 0.5[146] 1H-NMR (400MHz, CDCl ) delta 9.12(s,lH), 8.69(d,lH), 7.55(d,lH)

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 5435-54-1, 3-Nitropyridin-4-ol.

Reference:
Patent; YUHAN CORPORATION; WO2007/1139; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153034-82-3 , The common heterocyclic compound, 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde, molecular formula is C6H3FINO, 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.

[00343] (2-Fluoro-4-iodopyridin-3-yl)methanol F OH. To a solution of 2-fluoro-4- iodonicotinaldehyde (3.50 g, 13.94 mmol) in absolute EtOH (56 mL) was added sodium borohydride (0.264 g, 6.97 mmol) at room temperature. The reaction was stirred at room temperature for 1 h, followed by the slow addition of 1 M aqueous hydrochloric acid. The product was extracted with CH2CI2 (repeated four times), and the organic layers were combined, dried over sodium sulfate, filtered and concentrated to dryness. The aqueous phase was basified to pH 8-10 with 2 M aqueous sodium hydroxide and extracted with diethylether (repeated four times). Then the organic layers were combined, dried over sodium sulfate, filtered, combined with the previously obtained residue and concentrated to dryness under vacuum. The residue was used without any purification in the next step. LC/MS m/z 254[M+H]+.

The synthetic route of 153034-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian K.; AUDIA, James Edmund; COTE, Alexandre; GEHLING, Victor S.; HARMANGE, Jean-christophe; HEWITT, Michael C.; LEBLANC, Yves; NAVESCHUK, Christopher G.; TAYLOR, Alexander M.; VASWANI, Rishi G.; WO2012/75383; (2012); A2;,
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.1196073-28-5, name is Methyl 4,6-dichloro-2-methylnicotinate, molecular formula is C8H7Cl2NO2, molecular weight is 220.05, as common compound, the synthetic route is as follows.Quality Control of Methyl 4,6-dichloro-2-methylnicotinate

To a stirred suspension of sodium hydride (60% in mineral oil, 85 mg, 2.14 mmol) in DMF (4 mL) was added, dropwise, ethyleneglycol mono t-butyl ether (278 mg, 2.35 mmol). the reaction mixture was stirred for 25 min. A solution of 4,6-dichloro-2-methyl- nicotinic acid methylester (0.5g, 2.14 mmol) in DMF (1.5 mL) was added to the reaction mixture was stirred at RT overnight. The reaction mixture was quenched with water, extracted with EtOAc, the organic layer washed with water, brine, dried over Na2SO4 and volatiles removed. The residue was purified by column chromatography using 0-50% EtOAc/Hexanes to provide compound Villa (260 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1196073-28-5, Methyl 4,6-dichloro-2-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2009/140553; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60290-21-3, 4-Chloro-1H-pyrrolo[3,2-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, COA of Formula: C7H5ClN2, blongs to pyridine-derivatives compound. COA of Formula: C7H5ClN2

General procedure: To a solution of 4-chloro-lH-pyrrolo-[3,2-c]-pyridine [60290-21-3] (2.0 g, 13.1 mmol) dissolved in DMF (30.5 mL, 0.944 g/mL, 393.2 mmol) at 0C was added portionwise sodium hydride (1.1 g, 28.8 mmol). The reaction mixture was allowed to reach rt and stirred 45 min, after which it was re-cooled to 0C and l-bromobutane (2.1 mL, 1.27 g/mL, 19.7 mmol) was added dropwise. The mixture was then allowed to reach rt and stirred overnight. NaHC03 sat solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water and brine, then dried over MgS04 and concentrated in vacuo. The crude residue was purified by column chromatography (silica gel; gradient Heptane/EtOAc from 100/0 to 50 /50) to yield 1-1 (2.7 g, 98.7%) as a yellow liquid

The synthetic route of 60290-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 156118-16-0, 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 156118-16-0, name is 3-Amino-6-bromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2 [0612] To a suspension 6-bromo-4-methylpyridin-3 -amine (XV) (186 g, 994 mmol, 1.00 eq) and KOAc (115 g, 1.17 mol, 1.18 eq) in CHC13 (3.50 L) was added Ac20 (405 g, 3.97 mol, 3.99 eq) and the suspension was stirred at 25C for 1 h and then heated at 60-70C to reflux for an additional 2 h. After cooling the suspension to 25C, isopentyl nitrate (233 g, 1.99 mol, 2.00 eq) and 18-crown-6 (21 g, 79.5 mmol, 0.08 eq) was added and the suspension heated to reflux for 12 h. After cooling to 25C, the suspension was filtered and the filtrate was concentrated under reduced pressure to yield a residue that was treated with a suspension of potassium carbonate (450 g) in a solution of methanol and water (450 mL) at 0C for 3 h. The suspension was concentrated under reduced pressure to yield a residue that was extracted with EtOAc (1000 mL x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 5-bromo-lH-pyrazolo[3,4-c]pyridine (XVI) (200 g, crude) as yellow solid. The crude product was used for the next step without any purification. NMR (DMSO- tf, 400 MHz) delta ppm 7.96 (s, 1H), 8.15 (s, 1H), 8.86 (s, 1H); ESIMS found for C6H4BrN3 mlz 198.3 (M+H).

According to the analysis of related databases, 156118-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14150-94-8, 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 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.

A mixture of (+/-)- 1 ‘- { [2-(trimethylsilyl)ethoxy]methyl} -3H-spiro[cyclopentane- l,3′-pyrrolo[2,3-]pyridine]-2’,3(l’H)-dione from Step A (230 mg, 0.692 mmol) and 1-methyl- 3,5-dinitropyridin-2(lH)-one (173 mg, 0.869 mmol) [Tohda et al. (1990) Bull. Chem. Soc. Japan 63, 2820] in 2 M ammonia in MeOH (3.5 mL) was heated to reflux for 18 h. The mixture was concentrated in vacuo and purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc – 100:0 to 50:50, to give the title compound. MS: mlz = 413 (M + 1).

According to the analysis of related databases, 14150-94-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2008/73251; (2008); 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. 111770-86-6, name is 5-Bromo-2-ethynylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 111770-86-6

(Azidomethyl)trimethylsilane (0.6 mL, 4.0 mmol) was added to Intermediate 41 (500 mg, 2.76 mmol) in toluene (10 mL), and the reaction mixture was warmed up to 80 C. and stirred o.n. Solvent was removed under vacuum and the residue was purified by column chromatography (petroleum ether_EtOAc=6:1). The product was obtained as a yellow solid. MS (m/z): 311, 313 [M+H].

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, 111770-86-6, 5-Bromo-2-ethynylpyridine.

Reference:
Patent; Gordeev, Mikhail Fedorovich; Yuan, Zhengyu; Liu, Jinqian; Wang, Qiang; US2010/69441; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 918503-72-7, 1-(6-Chloropyridin-3-yl)butan-1-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, Computed Properties of C9H10ClNO, blongs to pyridine-derivatives compound. Computed Properties of C9H10ClNO

1-(6-aminopyridin-3-yl)butan-1-one (b) (0215) 3.5 g of the above ketone ( a) was placed in a microwave reactor, and 20 mL of NH3 (aq. conc.) was added and the reactor was sealed and heated at 140 C. for 2 h. The reaction mixture was poured over water (50 mL), filtered, and rinsed with EtOH/water (1:1) to give 1-(6-aminopyridin-3-yl)butan-1-one (b, 3.5 g) as a white crude product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,918503-72-7, 1-(6-Chloropyridin-3-yl)butan-1-one, and friends who are interested can also refer to it.

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
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.14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one, molecular formula is C6H5Br2NO, molecular weight is 266.92, as common compound, the synthetic route is as follows.Application In Synthesis of 3,5-Dibromo-1-methylpyridin-2(1H)-one

Step 5: A mixture of 105d (2.06 g, 10 mmol), 3,5-dibromo-1-methylpyridin-2(1H)-one (2.65 g, 10 mmol), Pd2(dba)3 (91.6 mg, 0.1 mmol) Xant-phos (116 mg, 0.2 mmol), Cs2CO3(9.78 g, 30 mmol) in dioxane (100 mL) was degassed and stirred at 100 C. for 16 h under nitrogen. The reaction mixture was concentrated and the residue was purified by silica gel chromatography (EA/PE=5/1) to give N-(2-(6-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-2-ylamino)ethyl)acrylamide 105e (2.54 g, 65%) as yellow solid. MS-ESI: [M+H]+ 394.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; Crawford, James John; Wei, BinQing; Young, Wendy B.; US2015/158846; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem