Day: March 18, 2022

Electric Literature of 58481-17-7, 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. 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. A new synthetic method of this compound is introduced below.

Methyl 2-(hydroxymethyl)isonicotinate (2.232 g, 13.35 mmol) dissolved in THF (15 mL) and phenol (1.426 mL, 16.02 mmol) and triphenylphosphine (3.71 mL, 16.02 mmol) were added. The mixture was cooled to 0 C. (E)-diisopropyl diazene-1,2-dicarboxylate (3.24 g, 16.02 mmol) was added dropwise, the ice-bath removed and the reaction stirred at room temperature for 2 h. The solvent was evaporated and the residue was purified by automated flash chromatography on a Biotage KP-SIL 340 g column. 4:1 of EtOAc in heptane over 10 CV was used as mobile phase. Methyl 2-(phenoxymethyl)isonicotinate (2.65 g, 82%) was isolated. 1H NMR (400 MHz, cdcl3) delta 3.96 (s, 3H), 5.26 (s, 2H), 6.95-7.04 (m, 3H), 7.27-7.34 (m, 2H), 7.76-7.80 (m, 1H), 8.10 (s, 1H), 8.75 (d, 1H). MS m/z 244 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); 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. 7112-38-1, name is 3-(Hydrazinylmethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-(Hydrazinylmethyl)pyridine

General procedure: A mixture of 12a (12.6 g, 69.9 mmol), methylhydrazine (6.4 g,139 mmol), trifluoroacetic acid (10.7 mL, 144 mmol), and triethylamine (19.4 mL, 139 mmol) in 2-propanol (350 mL) was stirred at 80 C for 1 h, and then concentrated under reduced pressure. The residue was diluted with ethyl acetate, and washed with saturated NaHCO3 solution and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The residuewas purified by column chromatography on silica gel with hexane/ethyl acetate as an eluent to give 13c (10.0 g, 75%). The compound 13b, 13e,f, 13h-o were prepared in a manner similar to that described for 13c. Yield (19 %). 1H NMR (300 MHz, CDCl3) delta 2.32 (3H, s), 5.34 (2H, s),6.16 (1H, s), 7.07-7.17 (2H, m), 7.22-7.30 (2H, m), 7.48-7.56 (1H,m), 7.72 (1H, d, J = 8.1 Hz), 8.28-8.40 (1H, m), 8.63 (1H, d, J = 4.0 Hz).

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, 7112-38-1, 3-(Hydrazinylmethyl)pyridine.

Reference:
Article; Hasui, Tomoaki; Ohyabu, Norio; Ohra, Taiichi; Fuji, Koji; Sugimoto, Takahiro; Fujimoto, Jun; Asano, Kouhei; Oosawa, Masato; Shiotani, Sachiko; Nishigaki, Nobuhiro; Kusumoto, Keiji; Matsui, Hideki; Mizukami, Atsushi; Habuka, Noriyuki; Sogabe, Satoshi; Endo, Satoshi; Ono, Midori; Siedem, Christopher S.; Tang, Tony P.; Gauthier, Cassandra; De Meese, Lisa A.; Boyd, Steven A.; Fukumoto, Shoji; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5428 – 5445;,
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. 15103-48-7, name is Pyridine-2-sulfonic acid, molecular formula is C5H5NO3S, 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. HPLC of Formula: C5H5NO3S

Pyridine-2-sulfonic acid (100 mg, 0.628 mmol) was dissolved inwater (15 ml) and added dropwise to the 7 ml of silver(I) nitrate aqueoussolution (106.7 mg; 0.628 mmol). The reaction mixture was stirredconstantly for 5 min and then allowed to stand at room temperature(pH=2.7) in the absence of light. Crystals formed by slow evaporation(after two weeks) were filtered off and used for further characterization. Yield: 57%. Elemental analysis (C5H4Ag1N1O3S1):Calcd (%) C 22.57; H 1.51; N 5.28; S 12.05 Found: C 22.50; H 1.30; N5.27; S 11.98; MS(-) m/z: 422.7 [2 M-Ag]-, 688.1 [3 M-Ag]-, 157.7[M-Ag]- (M=Ag(py-2-SO3)) (Fig. S1).

With the rapid development of chemical substances, we look forward to future research findings about 15103-48-7.

Reference:
Article; Rendo?ova, Michaela; Vargova, Zuzana; Sabolova, Danica; Imrichova, Natalia; Hudecova, Daniela; Gyepes, Robert; Lakato?, Boris; Elefantova, Katarina; Journal of Inorganic Biochemistry; vol. 186; (2018); p. 206 – 216;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1079054-78-6, name is 5-Amino-6-methylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1079054-78-6

l,l’-Thiocarbonyldiimidazole (368 mg, 1.96 mmol, 95 mass%) and then hydrochloric acid in dioxane (0.89 mL, 3.6 mmol, 4 mol/L) were added to a solution of 5-amino-6-methylpicolinonitrile (250 mg, 1.78 mmol, 95 mass%) in DCM (8.9 mL) under air. The reaction was stirred at r.t. for 24.5 hours before being concentrated in vacuo and purified by flash column chromatography on silica (gradient elution with 0% to 100% EtOAc in isohexanes) to give the title compound (176 mg, 56 % Yield). LCMS [M+H]+ 176, RT 0.93 minutes (Method 7).

With the rapid development of chemical substances, we look forward to future research findings about 1079054-78-6.

Reference:
Patent; UCB BIOPHARMA SRL; CHOVATIA, Prafulkumar Tulshibhai; CONNELLY, Rickki Lee; FRANKLIN, Richard Jeremy; HASLETT, Gregory William; HENRY, Alistair James; MADDEN, James; NEUSS, Judi Charlotte; NORMAN, Timothy John; PHILPS, Oliver; PITT, William Ross; RAMPALAKOS, Konstantinos; SELBY, Matthew Duncan; SELVARATNAM, Suganthan; TRANI, Giancarlo; ZHU, Zhaoning; (768 pag.)WO2019/243550; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 29241-65-4, 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.29241-65-4, name is 5-Bromo-2-chloronicotinic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.45, as common compound, the synthetic route is as follows.

Add 25g Compound 1 to 75ml methanol,Cool to 0 , add 62.89g thionyl chloride dropwise,After the drop, the temperature is raised to room temperature for 2d;Sampling LCMS, the raw materials are basically reacted, most of the methanol is distilled off,The residue was poured into ice water, extracted with EA, the organic phases were combined, washed with salt, dried,Spin to dry to obtain 22.7g crude product.The crude product is directly invested in the next step.

The chemical industry reduces the impact on the environment during synthesis 29241-65-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Changsen Pharmaceutical Co., Ltd.; Wang Zhe; Zhang Jiyong; Zeng Zhihong; (105 pag.)CN111039942; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 109613-97-0, 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. 109613-97-0, name is 2-Bromo-4-methoxypyridin-3-amine, molecular formula is C6H7BrN2O, 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-bromo-4-methoxy-pyridin-3-ylamine (540 mg, 2.66 mmol) in pyridine (20 mL) at 0 C is added ethyl chloroformate (0.38 mL, 3.99 mmol). After 30 min, more chloro formate is added (~18 mmol) is added until the reaction goes to completion. The mixture is partitioned between sat. NaHC03 and EtOAc. The two layers are separated, and the aqueous layer is extracted with EtOAc once. The combined organic layers are washed with H20 and brine, dried over MgS04, filterd, and concentrated in vacuo. The crude material is purified on silica gel with EtOAc/MeOH (100/0 to 90/10) as eluant to yield 0.54 g of the product as a white crystalline solid. 1H NMR (CDC13, 300 MHz) 8.18 (d, J= 5.6, 1H), 6.84 (d, J= 5.7, 1H), 6.02 (br s, 1H), 4.23 (q, J = 7.0, 2H), 3.92 (s, 3H), 1.31 (t, J= 7.2, 3H). LC Rt: 1.89 min; LCMS m/z 275 (M+l, 100%).

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 109613-97-0, 2-Bromo-4-methoxypyridin-3-amine.

Reference:
Patent; SANOFI; CHOI-SLEDESKI, Yong Mi; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng; WO2011/78984; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113293-70-2, 2,6-Dichloroisonicotinaldehyde, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

EXAMPLE 7G 2,6-dichloro-4-(dimethoxymethyl)pyridine To a solution of EXAMPLE 7F (2 g, 1 1.4 mmol) in methanol (10 mL) and toluene (10 mL) was added methyl orthoformate (2.4 g, 22.9 mmol) and p-toluenesulfonic acid (98 mg, 0.57 mmol) and the mixture was heated at reflux for 2 hours. After concentration, the residue was diluted with dichloromethane and was washed with saturated aqueous sodium carbonate and brine. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to give the title compound.

The synthetic route of 113293-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 936342-91-5, Adding some certain compound to certain chemical reactions, such as: 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride,molecular formula is C6H6BrCl2N, 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 936342-91-5.

5-bromo-2-chloromethyl-pyridine (243mg, 2mmol) and N- isobutyryl piperazine (289mg, 3mmol) was dissolved in the N, N- dimethylformamide (10ml), followed by addition of potassium carbonate ( 691mg, 10mmol), stirred at room temperature for 12 hours, 100ml of water was added to the reaction mixture was cooled, (50ml * 3) and extracted with ethyl acetate, then with saturated sodium chloride solution (100ml * 2) washing the resulting organic phase dried over anhydrous magnesium sulfate and filtered, and concentrated under reduced pressure to give 1- [4- (5-bromo – pyridin-2-ylmethyl) – piperazin-1-yl] -2-methyl – propan-1-one ( 282mg, oil), yield: 86%.

According to the analysis of related databases, 936342-91-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO., LTD; An, Xiaoxia; Bie, Pingyan; Liu, Jun; Yang, Wuli; (42 pag.)CN103360407; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 727356-19-6, 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 727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-((6-Bromopyridin-2-yl)methyl)-9-nitro-3,4,5,6-tetrahydro-2H- imidazo[2,1-b][1 ,3,6]oxadiazocine (7.2.18)A solution of 2-bromo-6-(chloromethyl)pyridine (1 .0 g, 5.05 mmol) in acetone (50 ml) was treated with sodium iodide (3.8 g, 25.2 mmol). The mixture was refluxed for an hour, potassium carbonate (4.2 g, 30.3 mmol) was added to the reaction. 9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1 – b][1 ,3,6]oxadiazocine, 7.1.3 (1 g, 5.05 mmol) was dissolved in acetone and added to the mixture and stirred overnight. The reaction mixture was filtered and evaporated. The crude was dissolved in a mixture of ethyl acetate and methanol (95%:5%) and filtered through a pad of silica. The silica was washed a few times with the ethyl acetate and methanol mixture. The washings were combined and the solvent evaporated to yield 4-((6- bromopyridin-2-yl)methyl)-9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1 – b][1 ,3,6]oxadiazocine (1 .7 g, 4.6 mmol, 92 %) with 68 % purity. The sample was further purified using prep HPLC. See Table 19 for analytical data.

According to the analysis of related databases, 727356-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ITHEMBA PHARMACEUTICALS (PROPRIETARY) LIMITED; MUSONDA, Chitalu, Christopher; EDLIN, Christopher, David; BOYLE, Grant, Alexander; WO2013/72903; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1097839-70-7, Adding some certain compound to certain chemical reactions, such as: 1097839-70-7, name is 5-Methoxy-2-methyl-1H-pyrrolo[2,3-c]pyridine,molecular formula is C9H10N2O, 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 1097839-70-7.

A solution of 5-methoxy-2-methyl-lH-pyrtauolo[2,3-c]pyridine (530mg, 3.3mmol), Cs2CO3 (3eq) and methyl (2R)-2-[3-(bromomethyl)-4-chlorophenoxy]propanoate (1.2eq) in DMF (2OmL) was stirred at 25 C for 8 hours. The reaction mixture was diluted with EtOAc, washed with water (2x) and satd NH4Cl (Ix). The organic layer was dried over Na2SO4 and concentrated. Purification via flash chromatography eluding with a gradient of 0 to 100% EtOAc/hexanes provided methyl (2R)-2-{4-chloro-3-[(5-methoxy-2-methyl-lH-pyrrolo[2,3- c]pyridin-l-yl)methyl]phenoxy}propanoate as a yellow syrup.1H NMR (500 MHz, CDCl3): delta 8.02 (s, IH), 7.25 (d, IH), 6.82 (s, IH), 6.68 (dd, IH), 6.25 (s, IH), 5.76 (d, IH), 5.26 (s, 2H), 4.36 (q, IH), 3.91 (s, 3H), 3.54 (s, 3H), 2.31 (s, 3H), 1.42 (d, 3H).

According to the analysis of related databases, 1097839-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/5672; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem