Tag: M.W:100-200

Electric Literature of 135900-33-3, 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. 135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, 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 solution of Br2 (0.25 mL, 4.87 mmol) in HO Ac (3 mL) was added dropwise to a stirring solution of 6-(trifluoromethoxy)pyridin-3-amine (400 mg, 2.25 mmol) in EtOH (15 mL) and HO Ac (1.5 mL) at 0C under a nitrogen atmosphere. After addition was complete, the reaction was warmed to room temperature and was allowed to stir for an additional 15 hours. The reaction mixture was concentrated. DCM (30 mL) and saturated aqueous NaHC03 (20 mL) were added to the crude residue. The aqueous layer was extracted with DCM (50 mL x 3). The combined organic layers were dried over Na2S04, filtered and concentrated. The crude residue was purified by column chromatography (0-10% EtOAc in petroleum ether) to give 2,4- dibromo-6-(trifluoromethoxy)pyridin-3-amine (670 mg, yield: 89%) as light yellow solid. 1H NMR (400 MHz, CDCl3): d = 7.18 (s, 1H), 4.59 (s, 2H).

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 135900-33-3, 6-(Trifluoromethoxy)pyridin-3-amine.

Reference:
Patent; GENENTECH, INC.; STAFFORD, Jeffrey, A.; VEAL, James, M.; TRZOSS, Lynnie, Lin; MCBRIDE, Christopher; PASTOR, Richard, M.; STABEN, Steven, Thomas; STIVALA, Craig; VOLGRAF, Matthew; (200 pag.)WO2020/18970; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 53344-73-3, name is 2-Chloro-4,4′-bipyridine, the common compound, a new synthetic route is introduced below. Formula: C10H7ClN2

A mixture of 1.3 g of 2-chloro-4,4′-bipyridine and 6.5 ml of anhydrous hydrazine in 40 ml of dry pyridine was refluxed for 24 hours under argon and then concentrated. The residue was dissolved in methylene chloride, treated with activated carbon and the solvent was removed giving an oil which was crystallized from ether-hexane-methylene chloride. A 1.3 g portion of these crystals of 2-hydrazino-4,4′-bipyridine was combined with 50 ml of triethyl orthoacetate and heated on a steam bath for 1 hour. After standing overnight, hexane was added and after further standing, crystals separated. These crystals were collected and recrystallized from acetonehexane, giving the desired product as off-white crystals, mp 223-226 C.

The synthetic route of 53344-73-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4550166; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1137-67-3, 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 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole. This compound has unique chemical properties. The synthetic route is as follows.

A reaction mixture of NiSO4·6H2O (0.0260 g, 0.1 mmol), 3PBI (0.0195 g, 0.1 mmol),NaOH (0.0072 g, 0.18 mmol), ADP (0.0146 g, 0.1 mmol), and water (6 mL) was added toa 15-mL Teflon reactor and heated under autogenous pressure at 160 C for 3 days. The reaction mixture was cooled to room temperature at a rate of 5 C h-1. Green pellet crystalsof 1 suitable for X-ray diffraction analysis were obtained (0.032 g, yield: 48.01% based on NiSO4). Elemental analysis Calcd (%) for C30H34NiN6O8 (665.34): C, 54.16; H, 5.15; N,12.63; found: C, 54.40; H, 5.17; N, 12.57; IR (KBr, cm-1): 3359(w), 3203(w), 2926(w),2220(br), 1552(s), 1448(m), 1404(s), 1313(s), 1286(m), 1286(m), 1226(m), 1195(m), 1128(m), 1055(w), 1028(w), 1001(w), 962(m), 735(s), 690(m), 432(m), 408(w).

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Cui-Cui; Wang, Jin-Hua; Tang, Gui-Mei; Wang, Yong-Tao; Cui, Yue-Zhi; Ng, Seik Weng; Journal of Coordination Chemistry; vol. 68; 21; (2015); p. 3918 – 3931;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 716362-10-6, 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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 6-chloro-4-methoxynicotinic acid (12 g, 64 mmol) in 50C12 (60 ml) was refluxed for 4 hours. The resulting solution was concentrated under vacuum, and the residue was azeotroped with toluene (30 ml) to afford a yellow solid, which was added intotBuOH (50 ml) and stirred at room temperature overnight. The reaction mixture partitioned between aq.NaOH (200 ml, 5%) and DCM (100 mL), and the aq. phase was extracted with DCM (2 x 100 mL). The organic layers were washed with brine (100 mL), dried over Na2504 and concentrated to afford tert-butyl 6-chloro-4-methoxynicotinate as yellow solid. ?H NIVIR(CDC13, 400 IVIHz) 8.60 (s, 1H), 6.87 (s, 1H), 3.92 (s, 3H), 1.54 (s, 9H). LC/MS (m/z): 244(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 716362-10-6, 6-Chloro-4-methoxynicotinic acid.

Reference:
Patent; MERCK SHARP & DOHME CORP.; UJJAINWALLA, Fez; TAN, John Qiang; DANG, Qun; SINZ, Christopher J.; WANG, Ming; CHEN, Yili; CAI, Jiaqiang; DU, Xiaoxing; (41 pag.)WO2016/54806; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1839-17-4, Adding some certain compound to certain chemical reactions, such as: 1839-17-4, name is N4-Methylpyridine-3,4-diamine,molecular formula is C6H9N3, 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 1839-17-4.

//-Methylpyridine-S/J-diamine (39.54 g, 0.32 mol) was added to a solution of Methyl 2,2-Diethoxyethanimidoate (52.02 g, 0.323 mol) in anhydrous methanol (150 mL). The obtained mixture was diluted with anhydrous methanol (50 mL) and cooled in an ice bath. 4 M HCI in dioxane (86 mL) was added dropwise to the mixture under stirring for 15 min. The mixture was refluxed for 5 h and concentrated under reduced pressure. The residue was dissolved in a mixture of chloroform (300 mL) and water (300 mL). The layers were separated, and the aqueous layer was treated with chloroform (3 * 250 mL) to extract the product. The extracts were combined, dried over Na2SO4, and evaporated to give a red mass (45 g). The latter was chromatographed (silica gel, chloroform/ethanol 40:1). The solvent was removed to give 2-(Diethoxymethyl)-1-methyl-1H-imidazo[4,5-c]pyridine (31.85 g, 42%, 0.135 mol) as a red liquid.

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12622; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131674-40-3 ,Some common heterocyclic compound, 131674-40-3, molecular formula is C8H9NO2, 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.

To a solution of l-(2-methoxypyridin-3-yl)ethanone (1 g, 6.62 mmol) in HBr/HOAc (30%, 20 mL) was added bromine (1.06 g, 6.62 mmol) at room temperature. The mixture was stirred at 60 C for 4 h. It was then cooled to room temperature and methyl tert-butyl ether (20 mL) was added to the mixture. A precipitate formed which was collected via vacuum filtration, collected and dried in vacuo to afford the title compound as a yellow solid. (1 g, 70 % yield).

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. 131674-40-3, 1-(2-Methoxypyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; COTE, Alexandre; DAKIN, Les, A.; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NASVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2014/151142; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1132-37-2, 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.1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

General procedure: In a dry flamed Schlenk tube under argon atmosphere, iridium dimers (1 eq.) and N^N ligands (2.2 eq.)were introduced in degassed 2:1 mixture of dichloromethane/methanol (8 mL). The reaction mixturewas stirred at 50 C for 6 h. After cooling down the solution to room temperature, excess of KPF6 (10eq.) was added affording a precipitate. The inorganic solid was filtered off and the filtrate wasevaporated. The solid was washed on a frit with diethyl ether (3×5 ml) and dried under vacuum to affordpure cationic iridium [Ir(C^N)2(N^N)][PF6] complexes.

The chemical industry reduces the impact on the environment during synthesis 1132-37-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sauvageot, Elodie; Lafite, Pierre; Duverger, Eric; Marion, Ronan; Hamel, Matthieu; Gaillard, Sylvain; Renaud, Jean-Luc; Daniellou, Richard; Journal of Organometallic Chemistry; vol. 808; (2016); p. 122 – 127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference 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.

To a 0.5 M solution of 2-chloro-5-cyanopyridine (1.5 mmol, 200 mg) in ethanol, hydrazine hydrate (7.2 mmol, 350 mI_) was added dropwise. The resulting solution was heated at reflux overnight then allowed to cool to room temperature. The resulting precipitate was collected, washed with ethanol and air dried (91.4 mg, 45%). dH (400MHz, DMSO) 8.56 (d, J= 4Hz, 2H, ArH), 8.33 (s, 1 H, ArH), 7.72 (d, J=8 Hz, 2H, ArH) 6.74 (s, 1 H, NH), 4.41 (s, 1 H, NH).

Statistics shows that 33252-28-7 is playing an increasingly important role. we look forward to future research findings about 6-Chloronicotinonitrile.

Reference:
Patent; LA TROBE UNIVERSITY; PERUGINI, Matthew, Anthony; ABBOTT, Belinda, Maree; SOARES DA COSTA, Tatiana, Pereira; (89 pag.)WO2019/241850; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113209-90-8, 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. 113209-90-8, name is (4-Chloro-5-fluoropyridin-2-yl)methanol, molecular formula is C6H5ClFNO, 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.

(i) Substituting 2-hydroxymethyl-4-chloro-5-fluoropyridine (2.5 g) for 2-hydroxymethyl-3-fluoro-4-chloropyridine and using corresponding molar proportions of the other reagents in the method of Example 31(i) gave 2-hydroxymethyl-4-dimethylamino-5-fluoropyridine (2.18 g) m.p. 80-82.

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 113209-90-8, (4-Chloro-5-fluoropyridin-2-yl)methanol.

Reference:
Patent; SmithKline & French Laboratories Limited; US5250527; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 165547-79-5, 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. 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. A new synthetic method of this compound is introduced below.

A suspension of 4-chloro-3-nitro-2-pyridone (1.00 g, 5.7 mmol), potassium carbonate (1.58 g, 11.5 mmol) and methyl iodide (4.07 g, 28.7 mmol) in N,N-dimethylacetamide (5 ml) were heated at 45 C. for 18 h.The mixture was allowed to cool to ambient temperature, poured into water (100 ml), layered with ethyl acetate (50 ml) and PH adjusted to 5 by the addition of 5N hydrochloric acid.The aqueous phase was extracted into ethyl acetate (2*100 ml), the combined organics were washed with water (2*100 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give a pale yellow solid.The solid was triturated with diethyl ether (20 ml), filtered and washed with diethyl ether (5 ml) and isohexane (10 ml) and left to air dry, to give 4-chloro-1-methyl-3-nitro-1H-pyridin-2-one (0.71 g, 66%) as a pale yellow solid: deltaH (360 MHz, DMSO) 3.36 (1H, dd, J 5 and 3), 3.54 (6H, s), 6.69 (2H, d, J 7), 8.09 (2H, d, J 7).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone, and friends who are interested can also refer to it.

Reference:
Patent; Goodacre, Simon Charles; US2004/132767; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem