Tag: M.W:100-200

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. 52559-11-2, name is Pyridine-2,3,4-triamine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H8N4

10. 6-(8-Amino-pyrido[2, S-typyrazinS-ytyS-trifluoromethyl-nicotinamide Dissolve 2,3,4-triaminopyridine (8 mmol) in water (20 mL). Add NaHCO3 (2.1 g, 25 mmol), dioxane (25 mL) and 6-(2-bromo-acetyl-5-trifluoromethyl)-nicotinamide (8 mmol), and stir at 100C for 4 hours. Cool the mixture and extract with EtOAc (4 x 10 mL). Wash the combined organic extracts with brine and dry over Na2SO4. Purify the residue by preparative HPLC to give the title compound.

The synthetic route of 52559-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/42289; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1064783-29-4, 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.1064783-29-4, name is 5-Chloro-3-fluoro-2-nitropyridine, molecular formula is C5H2ClFN2O2, molecular weight is 176.53, as common compound, the synthetic route is as follows.

Example 4(c) 6-chloro-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyridin-2-ol: In a 30 mL scintillation vial equipped with a stir bar was added ethyl acetate (10 mL), 5-chloro-3-fluoro-2-nitropyridine (101 mg, 0.56 mmol), and 3-aminopentane (74 mL, 0.63 mmol). The reaction was stirred at room temperature until starting material was consumed (TLC 25% ethyl acetate in hexanes). To this solution was added tin(II) chloride dihydrate (560 mg, 2.5 mmol), and the mixture was stirred until the aryl nitro was completely reduced (4 h to overnight). The solution was transferred from the scintillation vial to a 5 mL microwave tube, followed by the addition of carbonyldiimidazole (>10 equiv). The reaction was heated in a microwave reactor at 150 C. for 20 min. After cooling, water was added, and the organic layer was separated, concentrated, and purified by flash chromatography over silica gel (30-40% ethyl acetate in hexanes) to give 6-chloro-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyridin-2-ol (93 mg, 0.390 mmol, 68% yield).

Statistics shows that 1064783-29-4 is playing an increasingly important role. we look forward to future research findings about 5-Chloro-3-fluoro-2-nitropyridine.

Reference:
Patent; Collibee, Scott; Lu, Pu-Ping; Ashcraft, Luke W.; Browne, William F.; Garard, Marc Andrew; Morgan, Bradley P.; Morgans, David J.; Bergnes, Gustave; Muci, Alex; US2008/242695; (2008); 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.1256789-09-9, name is Methyl 6-chloro-2,4-dimethylnicotinate, molecular formula is C9H10ClNO2, molecular weight is 199.6342, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 6-chloro-2,4-dimethylnicotinate

This mixture was dissolved in dioxane (10 ml) and added at 0 C. to a solution prepared by dissolving 594 mg (25.8 mmol) sodium in MeOH (11 ml) at 0 C. This reaction mixture was stirred at RT for 3 h. Then the reaction solution was poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo. After CC (hexane/EtOAc 97:3) of the residue again a mixture of 6-chloro-4-(methoxymethyl)-2-methyl-pyridine-3-carboxylic acid methylester and 6-chloro-2-(methoxymethyl)-4-methyl-pyridine-3-carboxylic acid methylester was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256789-09-9, Methyl 6-chloro-2,4-dimethylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Grunenthal GmbH; US2012/101079; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 21948-75-4, 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. 21948-75-4, name is 2-(Methylsulfinyl)pyridine, molecular formula is C6H7NOS, 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: p-NO2DPPA (91.3 mg, 0.25 mmol) and DABCO (28.0 mg, 0.25 mmol) were added to a solution of the sulfoxide (0.10 mmol) in toluene (0.35 mL). After stirring for 2 h at reflux, the mixture was diluted with AcOEt/n-hexane (1:5) (30 mL). Then, the mixture was washed with saturated aqueous NaHCO3 (25 mL) and brine (25 mL), and dried over Na2SO4. Concentration of the solvent in vacuo followed by purification of the residue on a silica gel column (AcOEt:n-Hexane 1:5-0:1) gave the desired alpha-azido sulfide.

According to the analysis of related databases, 21948-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ishihara, Kotaro; Shioiri, Takayuki; Matsugi, Masato; Tetrahedron Letters; vol. 58; 41; (2017); p. 3932 – 3935;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 38186-84-4, 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. 38186-84-4, name is 2-Chloro-5-fluoro-3-picoline, molecular formula is C6H5ClFN, 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.

To a solution of 2-chloro-5-fluoro-3-methylpyridine D38 (0.50 g, 2.82 mmol) in dry toluene (12.5 ml) were added sodium t-butoxyde (0.462 g, 4.81 mmol), Pd2(dba)3 (0.315 g, 0.344 mmol), BINAP (0.642 g, 1.031 mmol) and benzophenone imine (0.692 ml, 4.12 mmol). The resulting mixture was degassed (3×pump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (400 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (34 ml) and HCl (1.408 ml of a 2 M aqueous solution, 2.82 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (200 ml). The inorganic layer was back-extracted with DCM (2×50 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40). Collected fractions gave the title compound D39 (0.20 g, 1.554 mmol, 55.2% yield from D38, two steps), as an orange solid. MS: (ES/+) m/z: 127 (M+1). C6H7FN2 requires 126.1H NMR (400 MHz, DMSO-d6) delta(ppm): 7.73 (d, 1H), 7.23 (dd, 1H), 5.60 (bs, 2H), 2.04 (s, 3H).

According to the analysis of related databases, 38186-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, 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. 6515-09-9, name is 2,3,6-Trichloropyridine. A new synthetic method of this compound is introduced below.

General procedure: Complex (1 .71 mol%) and 3 mL of stock solution (made from 3.333g TCP A in IPA 30 mL) are added to each reactor, followed by NEt3 (446 pL). The reactors are purged with nitrogen (3 times) and hydrogen (3 times) then hydrogenated at 0.5 MPa and 85 C for 180 mm in a Biotage Endeavor. 40 pL aliquot of each reaction mixture is added to 1 mL MeCN and analysed by normal HPLC method.HPLC areas are converted to concentration (pmol/mL) from the gradients equations in the multipoint external standard.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6515-09-9, 2,3,6-Trichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MORTIMER, Danny Lee; (19 pag.)WO2017/85476; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 40473-07-2 ,Some common heterocyclic compound, 40473-07-2, molecular formula is C6H6BrNO, 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.

General procedure: The aryl halide was dissolved in 5mL of methanol per mmol of (hetero)arylhalide, magnesium (5 equiv.) added and the mixture was stirred at room temperature. After completion of the reaction (between 6-12h), the reaction mixture was poured into water, acidified with dilute HCl, and extracted with ethyl acetate. The organic phase was dried over MgSO4 and concentrated under reduced pressure. The product was purified if necessary by column chromatography on silica gel.

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. 40473-07-2, 2-Bromo-6-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jouha, Jabrane; Khouili, Mostafa; Hiebel, Marie-Aude; Guillaumet, Gerald; Suzenet, Franck; Tetrahedron Letters; vol. 59; 32; (2018); p. 3108 – 3111;,
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.628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid, molecular formula is C6H3ClFNO2, molecular weight is 175.55, as common compound, the synthetic route is as follows.Product Details of 628691-93-0

Step i: tert-butyl N-(2-chloro-3-fluoro-4-pyridyl)carbamate Diphenylphosphoryl azide (DPPA) (129 mmol) was added to a mixture of 2-chloro-3-fluoro-pyridine-4-carboxylic acid (85.7 mmol), Et3N (257 mmol) in 1:1 tert-BuOH/toluene (200 mL). The mixture was heated at 110 C. for 4 h. Mixture was diluted with H2O and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (SiO2, 100:0 to 80:20 DCM/EtOAc) to yield the desired product tert-butyl N-(2-chloro-3-fluoro-4-pyridyl)carbamate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; MENET, Christel Jeanne Marie; MAMMOLITI, Oscar; BLANC, Javier; ORSULIC, Mislav; ROSCIC, Maja; US2015/203455; (2015); 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.696-42-4, name is 5-Fluoronicotinonitrile, molecular formula is C6H3FN2, molecular weight is 122.0998, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Fluoronicotinonitrile

INTERMEDIATE 17 5-(3-Iodo-lH-pyrazol-l-yl)nicotinonitrile To 3-iodo-l/J-pyrazole (500 mg, 2.58 mmol) in DMSO (2.6 mL) at 0 C, was added sodium hydride (60% in mineral oil, 113 mg, 2.84 mmol). The reaction was warmed to 25 C and stirred for 60 min before 5-fluoronicotinonitrile (315 mg, 2.58 mmol) was added. The reaction mixture was stirred at 85 C for 5 h before quenched by the addition of water. The reaction mixture was extracted with EtOAc. The combined organic extracts were dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 0-50% EtOAc in hexanes) to afford 5-(3-iodo-lH-pyrazol-l-yl)nicotinonitrile, as a white solid. LCMS calc. = 296.96; found = 296.88 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,696-42-4, 5-Fluoronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1122-43-6, 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 1122-43-6, name is 2,6-Dimethyl-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

D. [5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid 2,6-dimethyl-pyridin-3-yl ester A mixture of [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid methyl ester (prepared above, 50 mg, 0.17 mmol), 2,6-dimethyl-pyridin-3-ol (21 mg, 0.17 mmol) and DMAP (41 mg, 0.34 mmol) were slurried in dichloromethane. The solution was treated with (3-dimethylamino-propyl)-ethyl-carbodiimide (EDC) (54 mg, 0.28 mmol). After 1 h, thin layer chromatography indicated complete conversion. The reaction mixture was quenched with 10 mL 1 M HCl(aq) and 30 mL dichloromethane. The phases were partitioned, and the aqueous phase extracted with 5 mL dichloromethane. The organic phases were combined and sequentially washed with 10 mL portions of 0.1 M HCl(aq), saturated. NaHCO3(aq) and brine. The organic layer was dried using Na2SO4, filtered and concentrated. The resulting 31 mg of off-white solid was chromatographed over SiO2 (5% methanol/dichloromethane) to yield 21 mg (31%) of the titled compound. ESI-MS z/z 397 (MH+), 395 (M-H-).

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 1122-43-6, 2,6-Dimethyl-3-hydroxypyridine.

Reference:
Patent; UCB SA; US7176310; (2007); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem