Tag: M.W:200-300

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.823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, molecular formula is C6H2BrClF3N, molecular weight is 260.44, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine

To a solution of 5-bromo-2-chloro-4-trifluoromethyl-pyridine (1.0 g, 3.84 mmol) in EtOH (5 mL) was added freshly prepared 1M solution of sodium ethanolate in EtOH (5.76 mL, 5.76 mmol) at RT and the resulting RM was heated to reflux for 2 h. The RM was concentrated under reduced pressure and subsequently diluted with CH2Cl2, washed with water and brine and dried. The solvent was evaporated under reduced pressure to yield the desired compound (700 mg, 67%) which was used in next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, FELIX; NORDHOFF, SONJA; WACHTEN, SEBASTIAN; WELBERS, ANDRE; RITTER, STEFANIE; US2015/166505; (2015); 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. 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate, molecular formula is C8H6F3NO2, 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: Methyl 5-(trifluoromethyl)picolinate

Step 2: (0564) To a mixture of methyl 5-(trifluoromethyl)pyridine-2-carboyxlate prepared above (0.2 g, 0.97 mmol) and (trifluoromethyl)trimethylsilane (0.173 g, 1.22 mmol) stirring at -78 C. in pentante (3 mL) under a nitrogen atmosphere was slowly added tetrabutylammonium fluoride (1.0 M in THF, 25 muL, 0.024 mmol). The reaction was allowed to come to room temperature and stirred overnight (total reaction time 16 hours). At that time, 2 N HCl was added, and the mixture was stirred vigorously at room temperature for 2 hours. The solution was extracted with DCM. The combined organic layers were dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-20% EtOAc/hexanes over 20 minutes) to provide the trifluoromethyl ketone product (0.084 g, 35%).

With the rapid development of chemical substances, we look forward to future research findings about 124236-37-9.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1149-24-2, 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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, molecular formula is C13H17NO4, 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.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

According to the analysis of related databases, 1149-24-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 144657-66-9, tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, 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, Quality Control of tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, blongs to pyridine-derivatives compound. Quality Control of tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

General procedure: To a solution of 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride in ethanol was added triethylamine and the mixture was stirred at 70 C for 5 min. To the resulting yellow solution were added an aldehyde and a solution of an imine in ethanol. The reaction mixture was stirred in a sealed tube at 50 – 70 C for 18 – 120 h. The reaction mixture was concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel or precipitation.

The synthetic route of 144657-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153034-88-9, Adding some certain compound to certain chemical reactions, such as: 153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine,molecular formula is C6H5ClIN, 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 153034-88-9.

A mixture of 2-chloro-4-iodo-3-methylpyridine (250 mg, 986 mumol) (AstaTech, catNo.22441) and boric acid, trimethyl ester (224 muL, 1.97 mmol) in tetrahydrofuran (5.0 mL) was added 2.5 M n-butyllithium in hexanes (789 muL, 1.97 mmol) dropwise at -78 C. The reaction mixture was allowed to warm up to r.t. after 90 min and stirred for another 30 min. The resulting mixture was concentrated and acetonitrile (5 mL) was added. The resulting suspension was filtered through celite then concentrated to give the desired product. LCMS calculated for C6H8BClNO2 (M+H)+: m/z=172.2; found 172.2

According to the analysis of related databases, 153034-88-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; (48 pag.)US2017/320875; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1227502-35-3, 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. 1227502-35-3, name is 5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one, molecular formula is C6H6BrNO2, 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.

Step 3: [0901] To a suspension of 5-bromo-3-(hydroxymethyl)pyridin-2(1H)-one 62 (350 mg, 1.72 mmol), Et3N (0.71 mL, 5.16 mmol) and CH2Cl2 (15 mL) was slowly added methanesulfonyl chloride (0.27 mL, 3.43 mmol) at 0 C. under nitrogen. The reaction mixture was allowed to warm to room temperature for 17 h and then water was added. The layers were separated and the aqueous was extracted with CH2Cl2. The organic phase was dried over sodium sulfate and filtered. The solvent was removed and the residue was purified by silica gel chromatography (eluting with 0 to 30% ethyl acetate in hexanes) to provide compound 63 (75 mg, 15%).

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 1227502-35-3, 5-Bromo-3-(hydroxymethyl)pyridin-2(1H)-one.

Reference:
Patent; RVX Therapeutics Inc.; Liu, Shuang; Duffy, Bryan Cordell; Quinn, John Frederick; Jiang, May Xiaowu; Wang, Ruifang; Martin, Gregory Scott; Zhao, He; Molino, Bruce Francis; Young, Peter Ronald; US2014/179648; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1321612-85-4, 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. 1321612-85-4, name is 3-Fluoro-5-iodopyridin-2-amine, molecular formula is C5H4FIN2, 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.

In a 50-mL round-bottomed flask, the solution of 4-bromobenzenethiol (1.0 g, 5.3 mmol) and 3-fluoro-5-iodo-2-pyridinamine (0.63 g , 2.7 mmol) in DMSO (10 mL) was degassed by purging with argon gas at room temperature for 10 min. K2C03 (2.18 g, 15.9 mmol) and Cul (0.05 g, 0.26 mmol) were added sequentially to the above reaction mixture at room temperature under argon atmosphere. The reaction mixture was heated overnight at 100 C under argon atmosphere. The reaction mixture was cooled to room temperature and filtered through a pad of Celite (diatomaceous earth). The filtrate was diluted with cold water (50 mL) and ethyl acetate (100 mL). The EtOAc layer was separated, washed with water, brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue obtained was purified by silica gel (100 to 200 mesh) column chromatography (elution 30% EtOAc-hexanes) to give 5-((4-bromophenyl)sulfanyl)-3-fluoro-2-pyridinamine (400 mg) as a white solid.

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 1321612-85-4, 3-Fluoro-5-iodopyridin-2-amine.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 60010-03-9, 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. 60010-03-9, name is 2,6-Dichloro-4-methyl-3-nitropyridine, molecular formula is C6H4Cl2N2O2, 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.

2,6-Dichloro-4-methyl-3-nitropyridine (Step 31.1;1.17 g, 5.68 mmol) was added at rtto a 2M solution of methylamine in THF and alowed to stir for 30 mm. The reaction mixture was then diluted with EtOAc/water, extracted twice with EtOAc and the combined organic extracts were washed with brine, dried (Na2504) and concentrated. The crude product was purified by flash chromatography (ISCO combi flash; EtOAc/hexanes: 1:4, 5i02) to afford the title compound as a yellow solid. tR: 1.08 mm (LC-MS 2); ESl-MS: 202.0 [M+H]1H NMR (400 MHz, DMSO-d6) 0 ppm 2.39 (5, 3 H) 2.90 (d, J=4.65 Hz, 3 H) 6.73 (5, 1 H) 7.95 (d, J=3.91 Hz, 1 H).

According to the analysis of related databases, 60010-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BLANK, Jutta; BOLD, Guido; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191894; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 109613-97-0, 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. 109613-97-0, name is 2-Bromo-4-methoxypyridin-3-amine. A new synthetic method of this compound is introduced below.

To an ice-cold solution of 2-bromo-4-methoxypyridin-3-amine (Intermediate 38), (2.74 g) in pyridine (102 mL) was added ethyl chloroformate (1.91 mL) dropwise and then stirred at rt for 45 min. The reaction mixture was cooled in an ice-bath and more ethyl chloroformate (9 mL) added and the mixture left to stir overnight at rt. The reaction mixture was diluted with EtOAc and washed with sat. aq. NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over MgSO4, filtered and evaporated under vacuum to give a solid. Product was observed in the aqueous layer by LC-MS, so this was re-extracted with EtOAc (3*) and evaporated under vacuum to give a solid which was combined with the previous solid, dissolved in DCM and purified by column chromatography (normal phase, 50 g, Biotage SNAP cartridge KP-Sil, 50 mL/min, gradient 10-70% EtOAc in n-hexane) to give the desired product (2.35 g). LCMS: m/z 275.43 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.32 (t, J=7.1 Hz, 3H) 3.93 (s, 3H) 4.24 (q, J=7.1 Hz, 2H) 6.06 (br. s., 1H) 6.86 (d, J=5.6 Hz, 1H) 8.19 (d, J=5.6 Hz, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109613-97-0, its application will become more common.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 23056-47-5, Adding some certain compound to certain chemical reactions, such as: 23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine,molecular formula is C6H5BrN2O2, 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 23056-47-5.

A mixture of NH4C1 (14.9 mmol) and iron powder (18.4 mmol) in H20 (5 mE) was stirred at 90 C. 2-bromo-4- methyl-5-nitropyridine (2.3 mmol) was added in portions. The mixture was stirred at 90 C. for 1 h and 15 mm. The reaction was stopped and extracted with EtOAc. The organic layer was dried (Na2SO4) and concentrated to yield the desired product.

According to the analysis of related databases, 23056-47-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem