Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 25194-01-8, 2,6-Dichloro-4-nitropyridine, 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, Product Details of 25194-01-8, blongs to pyridine-derivatives compound. Product Details of 25194-01-8

REFERENCE SYNTHESIS EXAMPLE 1 Synthesis of 2,6-dichloro-4-methoxypyridine used in the Synthesis example 6 To a tetrahydrofuran solution containing methanol (0.37 g, 0.0104*1.1 mol), sodium hydride (0.44 g, (ca.60% in mineral oil), 0.0104*1.05 mol) was added. Then 2,6-dichloro-4-nitropyridine (2.00 g, 0.0104 mol) was added thereto and the mixture was stirred for about 2 hours at room temperature. After it was confirmed that there was no bubbling with the addition of methanol (0.5 g), the mixture was stirred for about 1 hour. The reaction solution was partitioned between ethyl acetate and water. The obtained organic layer was washed successively with aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride, then dried over anhydrous sodium sulfate and concentrated to obtain the end product which was almost pure. Yield: 1.63 g (88%). Solid. Melting point: 94-96 C. 1 H-NMR (60 MHz, CDCl3, delta): 3.79(3H,s), 6.70(2H,s).

The synthetic route of 25194-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US5624942; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 582303-10-4 ,Some common heterocyclic compound, 582303-10-4, molecular formula is C8H11NO, 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.

A solution of this alcohol compound (32.2 g, 235 mmol) in 144 ml toluene and 120 ml CHCl3 was added dropwise to a solution of SOCl2 (18.8 ml, 259 mmol) in 24 ml toluene, all the while maintaining the internal temperature between 23 and 35. After the end of the addition the reaction mixture was vigorously stirred at 35 for 1.5 h and water pump vacuum was applied until the solvent was completely evaporated. The brown precipitate was resuspended in toluene, rapidly filtered off and washed three times with toluene. Drying in the desiccator (aspirator vacuum) gave 33.8 g (176 mmol, 75%) of 5-(chloromethyl)-2,6-dimethylpyridine hydrochloride as a light brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582303-10-4, its application will become more common.

Reference:
Patent; Phan, Hieu Trung; Nguyen, Lan Mong; Azoulay, Raymond; Diep, Vinh Van; Eschenhof, Harald; Niesor, Eric Joseph; Bentzen, Craig Leigh; Ife, Robert John; US2005/124586; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 886365-46-4, Adding some certain compound to certain chemical reactions, such as: 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid,molecular formula is C7H6ClNO2, 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 886365-46-4.

To a solution of tert-butyl ((3aR,4R,8S)-4-(6-amino-3-fluoropyridin-2-yl)-4,7,7- trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H-isothiazolo[l,5-a][l,4]thiazin-6-yl)carbamate (Int- 39BA, 150 mg, 0.35 mmol) in THF (20 mL) was added 5-chloro-3-methylpicolinic acid (92.4 mg, 0.53 mmol) followed by T3P (1.1 g, 1.75 mmol, 50% in ethyl acetate), and diisopropylethylamine (267 mg, 2.1 mmol). The reaction was stirred at 70 C for 4 h. After that, the reaction mixture was diluted with aqueous saturated sodium hydrogencarbonate solution (20 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to give a crude product. The crude was purified by preparative TLC (silica gel, dichloromethane / ethyl acetate 1: 1, UV) to yield, after drying in vacuo, the title compound as a yellow solid (100 mg, 50% yield). MS (ES+) m/z 579.2 [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. 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; CUENI, Philipp; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; OBST SANDER, Ulrike; PETERS, Jens-Uwe; ROGERS-EVANS, Mark; VIFIAN, Walter; WOLTERING, Thomas; (231 pag.)WO2016/55496; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1221171-88-5 ,Some common heterocyclic compound, 1221171-88-5, molecular formula is C6H5F3N2O, 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.

The product of Example 158B (62 mg, 0.11 mmol) and (1509) bis(tetramethylene)fluoroformamidinium hexafluorophosphate (50 mg, 0.16 mmol, Alfa) were charged to a sealed tube, and a solvent mixture of dichloromethane (0.26 mL) and N,N- diisopropylethylamine (0.083 mL, 0.47 mmol) was added in one portion. The resulting mixture was stirred at ambient temperature for 30 minutes and 5-(trifluoromethoxy)pyridin-2-amine (22.5 mg, 0.13 mmol, Astatech) was added. The tube was sealed and stirred at 75 C for 18 hours. The reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The resulting residue was dissolved in N,N-dimethylformamide (3 mL), filtered through a glass microfiber frit and purified by preparative HPLC [YMC TriArt CI 8 Hybrid 5 mupiiota column, 50 x 100 mm, flow rate 70 mL/minute, 5-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (12 mg, 0.023 mmol, 22% yield). JH NMR (400 MHz, DMSO-<) ppm 9.95 (s, 1H), 8.39 - 8.36 (m, 1H), 8.11 (dd, J = 9.2, 0.6 Hz, 1H), 7.83 (ddd, J = 9.2, 3.0, 1.0 Hz, 1H), 7.48 - 7.41 (m, 2H), 7.00 (dd, J = 11.4, 2.8 Hz, 1H), 6.78 (ddd, J = 9.0, 2.8, 1.2 Hz, 1H), 4.42 (s, 2H), 1.92 - 1.78 (m, 12H). MS (APCI+) m/z 516 (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,1221171-88-5, its application will become more common. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; MURAUSKI, Kathleen; (288 pag.)WO2019/90074; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 885588-17-0, Adding some certain compound to certain chemical reactions, such as: 885588-17-0, name is 5-Fluoro-2-methylisonicotinic acid,molecular formula is C7H6FNO2, 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 885588-17-0.

To a mixture of 5-fluoro-2-methylisonicotinic acid (200 mg) in dichloromethane (7 ml) und DMF (1 ml) was subsequently added at 22 C EDCI (198 mg), HOBT (158 mg) and triethylamine (163 mg) and stirring was continued for 15 min. l,3,3-Trimethyl-2-oxoindoline-6- carbohydrazide (165 mg) was added and stirring was continued for 18 h. The mixture was evaporated and the residue purified by flash chromatography (silica gel, gradient, 0% to 10% MeOH in dichloromethane) to give the title compound (186 mg, 62%) as yellow oil. MS (ESI, m/z): 371.1 [(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. 885588-17-0, 5-Fluoro-2-methylisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; STOLL, Theodor; WO2015/177110; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56946-65-7, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]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, 56946-65-7, blongs to pyridine-derivatives compound. HPLC of Formula: C8H7Cl2N

To a solution of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[Z?]pyridine (0.152 g, 0.81 mmol) in dioxane (3 mL) was added 2-(tributylstannyl)oxazole (0.318 g, 0.89 mmol) and tetrakis(triphenylphosphine)palladium (0.046 g, 0.040 mmol). The mixture was purged with nitrogen and then heated to 110 C under sealed conditions for 16 h. After this time, the mixture was diluted with water and extracted with ethyl acetate. The organic layer were dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was purified by column chromatography (silica, hexanes/ethyl acetate) to afford the title compound (0.061 g, 34%) as a white solid. MW = 220.66. ]H NMR (CDC13, 500 MHz) delta 7.94 (s, 1H), 7.78 (s, 1H), 7.29 (s, 1H), 3.19 (t, / = 7.5 Hz, 2H), 3.06 (t, / = 7.5 Hz, 2H), 2.22 (quin, J = 7.5 Hz, 2H); APCI MS m/z 221 [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,56946-65-7, its application will become more common.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 33252-28-7, 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.33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, molecular weight is 138.55, as common compound, the synthetic route is as follows.

A mixture of [1,] [2-DIAMINO-2-METHYLPROPANE] [(3.] 14ml, [30] [MMOL),] and 6- chloronicotinonitrile [(2.] [77G,] [20] mmol) were heated to [120 C] for 2 days. The reaction mixture was filtered, and the inorganic salt was rinsed with EtOAc. The filtrate was concentrated under reduced pressure to provide the titled compound as a pale yellow solid. MS [(DCI)] [191] 1 9 1 [(M+H)] [+.]

The chemical industry reduces the impact on the environment during synthesis 33252-28-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/26822; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188577-68-6, 4,5-Dichloropyridin-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, Product Details of 188577-68-6, blongs to pyridine-derivatives compound. Product Details of 188577-68-6

4,5-Dichloropyridin-2-amine (INTERMEDIATE 1, 45.2 g, 283.0 mmol) was added to 270 mL of ice cold conc. H2SO4, in small portions over ca 20 min. When dissolved, conc. HNO3 (22 g) was added dropwise and the mixture was stirred at ca 5 C for 3.5 h. LCMS indicated total conversion to expected product. The cold mixture was poured on crushed ice/water mixture (3 L), stirred for ca 5 min and then filtered. The solid was collected and slurried in ice cold water (500 mL) and filtered. The procedure was repeated until neutral pH. When semi dry on the filter, the solid was dissolved in EtOAc (ca.3 L), washed with brine (ca.100 mL) and the organic layer was dried with Na2SO4, filtered, and evaporated to furnish 46.2 g (78%) of 97% pure title product as beige-orange solid.1H NMR (600 MHz, CD3OD) delta^D) delta (600 MHz, CDaporated to furnish 46.2+) m/z 208, 210, 212 [M+H]+ , di-chlorine isotopic pattern.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,188577-68-6, 4,5-Dichloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; KANCERA AB; MELLSTEDT, Hakan; BYSTROeM, Styrbjoern; VAGBERG, Jan; OLSSON, Elisabeth; (302 pag.)WO2018/11138; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 92276-38-5, 6-Bromo-3H-[1,2,3]triazolo[4,5-b]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, 92276-38-5, blongs to pyridine-derivatives compound. HPLC of Formula: C5H3BrN4

To a suspension of NaH (60% in mineral oil, 120 mg, 3.0 mmol) in THF (3 mL) at 0C was added 6-bromo-1 H-[1 ,2,3]triazolo[4,5-£>]pyridine (400 mg, 2.0 mmol) in THF (8 mL). The mixture was stirred at 0C for 30 min, then SEM-CI (500 mg, 3.0 mmol) was added at 0C dropwise and stirring was continued for 1 h. The reaction was quenched with NH4CI (sat.) and extracted with EtOAc (3 x 20 mL). The organic layers were combined and washed with brine (2 x 20 mL), dried over Na2S04, concentrated and purified by chromatography to give lnt-6-11 as a mixture of 6- bromo-1 -((2-(trimethylsilyl)ethoxy)methyl)-1 H-[ ,2,3]triazolo[4,5-i>]pyridine and 6-bromo-3-((2- (trimethylsilyl)ethoxy)methyl)-3H-[1 ,2,3]triazolo[4,5- ?]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92276-38-5, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; KINZEL, Olaf; KREMOSER, Claus; SCHMITT, Aaron C.; GEGE, Christian; (205 pag.)WO2016/96115; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5453-67-8, 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 5453-67-8 as follows.

Step 1: Preparation of methyl 6-formylpyridine-2-carboxylate (I-33a) A suspension of dimethylpyridine-2,6-dicarboxylate (1.0 g, 5.12 mmol) in methanol (8 mL) and THF (3 mL) was heated at 75 C. until the solid was dissolved. NaBH4 (184 mg, 4.87 mmol) was then added portion-wise. The mixture was stirred at 70 C. for 1 h. The mixture was cooled to room temperature and 10% citric acid (1.6 mL) was added. The solution was filtered and the filtrate was evaporated to dryness, taken up in dichloromethane, dried over MgSO4 and the solvent was removed in vacuo. The residue was purified by silica gel chromatography, eluting with 0-100% EtOAc in isohexane, to provide a colourless oil which was then dissolved in toluene (20 mL) and chloroform (20 mL). MnO2 (194 mg, 22.2 mmol) was added and the mixture was stirred at room temperature for 18 h. The mixture was filtered through a pad of fluorosil, eluting with chloroform (30 mL) and the solvent was removed in vacuo to provide the title compound (249 mg, 29%) as white solid. 1H NMR (400 MHz, CDCl3): delta 10.20 (s, 1H), 8.37 (dd, J=1.2, 7.6 Hz, 1H), 8.17 (dd, J=1.2, 7.6 Hz, 1H), 8.08-8.04 (m, 1H), 4.07 (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,5453-67-8, its application will become more common.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; AMARI, Gabriele; ARMANI, Elisabetta; GHIDINI, Eleonora; BAKER-GLENN, Charles; VAN DE POEL, Herve; WHITTAKER, Ben; US2015/158858; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem