Month: April 2022

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. 1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Bromo-5-cyclopropylpyridine

39.1 5-cyclopropyl-2-iodopyridine 2-bromo-5-cyclopropylpyridine (purchased from Combi-Phos) (500 mg, 2.52 mmol) is dissolved in 5 mL of dioxane. Copper (I) iodide (96.2 mg, 0.50 mmol), sodium iodide (946 mg, 6.31 mmol) and N,N’-dimethylethylenediamine (105 mg, 1.01 mmol) are added and the mixture is stirred at 130 C. for 2 hours. Ethyl acetate is added and the mixture is washed with half concentrated aqueous sodium bicarbonate solution. The organic phase is dried and concentrated under reduced pressure. Yield: 541 mg (87% of theory) Mass spectrometry (ESI+): m/z=245 [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, 1142197-14-5, 2-Bromo-5-cyclopropylpyridine.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52092-47-4, Adding some certain compound to certain chemical reactions, such as: 52092-47-4, name is 5-Chloro-2-nitropyridine,molecular formula is C5H3ClN2O2, 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 52092-47-4.

To a solution of 5-chloro-2-nitropyridine (3 g, 19 mmol) in EtOH (30 mL) was added saturated NH3.H2O (20 mL) ‘ the mixture was stirred under 50 psi at 150 C overnight. TLC showed that the reaction was complete. After the reaction mixture was cooled to r.t, the resulting solid was collected by filtration. The solid was washed with PE (100 mL) to give 0.7 g (yield: 26%) of 6-nitro-pyridin-3-ylamine as a yellow solid. MS: m/z 140.1 (M+H+).

According to the analysis of related databases, 52092-47-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; DAHL, Russell; COSFORD, Nicholas, D.P.; MILLAN, Jose, Luis; WO2013/126608; (2013); 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. 184416-83-9, name is 2,3-Dichloropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

A solution of 2,3-dichloropyridin-4-amine (900 mg, 5.521 mmol), (Boc)2O (3012.52 mg, 13.803 mmol), Et3N (2230.61 mg, 22.085 mmol), DMAP (67.36 mg. 0.552 mmol) in CH2Cl2 was stirred at rt for 12 h. The mixture was diluted with water (100 mL) and extracted with CHI-2Cl2 (100 mL*3). The organic layers were dried (MgSO4), filtered, and the filtrate concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (eluent: petrol ether/EtOAc=100:0 to 70:30). The desired fractions were collected and the solvent was concentrated under reduced pressure to afford 4,4-tert-butyl carbamate-2,3-dichloropyridin-4-amine, cpd 119a (1600 mg, 77.7% yield) as a white solid. LCMS (ESI) m/z M+1: 362.8.

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, 184416-83-9, 2,3-Dichloropyridin-4-amine.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 145255-19-2, 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 145255-19-2 as follows.

[1144] 40 mg (0.098 mmol) of 2-[4-(5-chioro-2-cyano- phenyl)-5-methoxy-2-oxopyridin-i (2H)-yl] -3-(i ,3-oxazol- 2-yl)propanoic acid (racemate) and 20mg (0.147 mmol, 1.5 eq.) of 5-aminopyridine-2-carboxamide were initially charged in 0.8 ml of pyridine, 93 j±1 (0.392 mmol, 50% in ethyl acetate, 4.0 eq.) of T3P were added and the mixture was stirred at 50 C. for 2 h. The reaction mixture was cooled, 6 ml of saturated aqueous sodium hydrogencarbonate solution were added and the mixture was stirred for 15 mm. The crystals formed were filtered oil with suction and washed with water, 500 j±1 of isopropanol and then pentane. The residue was dried under high vacuum. Yield: 29 mg (57% of theory).11145] LCMS [Method 1]: R=0.79 mm; MS (ESIpos):mlz=5 19 (M+H), j1146] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=i0.91(s, 1H), 8.84 (d, 1H), 8.20 (dd, 1H), 8.07-7.95 (m, 4H), 7.73 (dd, 1H), 7.68 (d, 1H), 7.52 (s, 2H), 7.12 (s, 1H), 6.51 (s, 1H), 6.00 (t, 1H), 3.78 (d, 2H), 3.64 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145255-19-2, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
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.59020-10-9, name is 3-(Tributylstannyl)pyridine, molecular formula is C17H31NSn, molecular weight is 368.1447, as common compound, the synthetic route is as follows.Recommanded Product: 3-(Tributylstannyl)pyridine

A solution containing the product from Example 23I (0.200 g, 0.283 mmol) in DMF (3 mL) was treated with LiCl (0.120 g, 2.83 mmol), dichlorobis(triphenylphosphine)palladium(II) (0.060 g, 0.085 mmol), and 3-tri-r-butylstannlypyridine (0.200 mL, 0.870 mmol), heated at 1001C for 16 hours, cooled and partitioned between ethyl acetate and water. The organic phase was washed with brine and dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 0-25% ethyl acetate in dichloromethane to give the title compound (0.130 g, 72% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59020-10-9, 3-(Tributylstannyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L.; US2005/131017; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 936841-69-9 ,Some common heterocyclic compound, 936841-69-9, molecular formula is C7H3F3N2, 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.

[0209] A mixture of 4-(trifluoromethyl)picolinonitrile (840mg, 4.88 mmol) and 10%Pd/C (168 mg, 0.16 mmol) was stirred under hydrogen (balloon) in MeOH (10 mL) at ambient temperature for overnight. The reaction mixture was filtered through Celite and concentrated to afford (4- (trifluorom ethyl )pyridin-2-yl)methanamine as an oil. LC/MS = 177 [M+l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936841-69-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUANG, Rongze; TING, Pauline; ALI, Amjad; WU, Heping; BERLIN, Michael; STAMFORD, Andrew; WANG, Hongwu; ZHOU, Gang; KIM, David; DENG, Qiaolin; LIM, Yeon-Hee; YU, Younong; (201 pag.)WO2016/81290; (2016); A1;,
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.10273-89-9, name is 2-(o-tolyl)pyridine, molecular formula is C12H11N, molecular weight is 169.22, as common compound, the synthetic route is as follows.Product Details of 10273-89-9

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10273-89-9, 2-(o-tolyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130284-52-5, 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. 130284-52-5, name is 6-Bromo-5-chloropyridin-3-amine, molecular formula is C5H4BrClN2, 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.

A mixture of 6-bromo-5-chloropyridin-3-amine (500 mg, 2.41 mmol), 1,1-bis(diphenylphosphino)ferrocene (134 mg, 0.24 mmol) and triethylamine (732 mg, 7.23 mmol) in MeOH (3 mL) and toluene (15 mL) was heated at 70 C. under a CO (35 psi) atmosphere with dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (catalyst, 197 mg, 0.24 mmol), and the mixture was stirred overnight. After uptake of CO (1 equiv), the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give a crude product. The crude product was purified by flash column chromatography over silica gel (petroleum ether/ethyl acetate from 100/0 to 50/50) to afford compound 43a as a red solid (300 mg, 67%). 1H NMR (400 MHz, CDCl3) delta ppm 3.96 (s, 3H), 4.14-4.24 (m, 2H), 7.03 (d, J=2.26 Hz, 1H), 8.03 (d, J=2.51 Hz, 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 130284-52-5, 6-Bromo-5-chloropyridin-3-amine.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 6-chloro-4-methylpyridin-3-amine 6a (6.75 g, 47.3 mmol), N-iodosuccinimide (12.95 g, 57.6 mmol), and N,N-dimethylformamide (100 mL) were mixed at 0C and stirred at room temperature for 15 hrs. Next, water (100 ml) was added, and the mixture was extracted with ethyl acetate (150 mL*3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant, and concentrated to remove solvent under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate= 10/1) to give a target product 6-chloro-2-iodo-4-methylpyridin-3-amine 6b (6.5 g, yellow solid), yield: 47%. MS m/z (ESI):269[M+1]

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing InnoCare Pharma Tech Co., Ltd.; CHEN, Xiangyang; PANG, Yucheng; (44 pag.)EP3409672; (2018); A1;,
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. 59944-76-2, name is Thieno[2,3-b]pyridine-2-carboxylic acid, molecular formula is C8H5NO2S, 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. Recommanded Product: Thieno[2,3-b]pyridine-2-carboxylic acid

Coupling: Example 13 is obtained as a white salt (9% yield) using acid C102 according to Method A with non-critical changes. HRMS (FAB) calculated for C15H17N3OS+H: 288.1170, found 288.1175 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 59944-76-2.

Reference:
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem