Category: pyridine-derivatives

Application of 1122-62-9, Adding some certain compound to certain chemical reactions, such as: 1122-62-9, name is 1-(Pyridin-2-yl)ethanone,molecular formula is C7H7NO, 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 1122-62-9.

A solution of crude acid 10 in CH2C12 (5 ML) was treated with DDQ in small portions until TLC analysis revealed no starting material left. The mixture was concentrated to afford A solid residue containing azaindole 11. The residue was dissolved in a 5% solution of HC1 in MeOH (5 mL), and stirred at R. t. After 1.5 h the mixture was concentrated and diluted with CHC13 and saturated brine. The mixture was basified with 50% NAOH solution to pH 11. The organic layer was discarded. The aqueous layer was neutralized with 6 M HCl and extracted with AcOEt (4x). The combined organic extracts were dried (MGS04), filtered and concentrated. The residue was purified by PTLC using CH2Cl2 : MeOH=9 : 1 as eluent to afford acid 12 (3. 19 mg, 3% over 3 steps). 1H NMR (400 MHz; CD3OD) S 6. 58 (D, I = 3.5 Hz, 1H), 7.42 (D, J = 3.5 HZ, 1H), 8. 58 (D, J = 2. 0 Hz, 1H), 8. 85 (d, J = 1.7 Hz, 1H).

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. 1122-62-9, 1-(Pyridin-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78757; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 145325-40-2, 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.145325-40-2, name is Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate, molecular formula is C9H6BrNO2S, molecular weight is 272.12, as common compound, the synthetic route is as follows.

Step 3. Methyl thienor2,3-c]pyridine-2-carboxylate. Methyl 4-bromothieno[2,3- c]pyridine-2-carboxylate (115 g, 423 mmol), triethylamine (42.7 g, 423 mmol), THF (1.5 L), and MeOH (500 mL) were mixed and degassed. Under nitrogen, palladium on carbon (10%, 14.7 g, 13.9 mmol) was added. The mixture was hydrogenated with a Parr apparatus at 45 psi H2 for 3 days. The catalyst was filtered off and the filtrate was concentrated to give the desired compound as a white solid (65 g, 80%).

Statistics shows that 145325-40-2 is playing an increasingly important role. we look forward to future research findings about Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic, J.; SMITH, Chase, C.; WANG, Zhongguo; ZAK, Mark; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/130943; (2013); 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. 800401-67-6, name is Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. Quality Control of Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

To a solution of 2-(thietan-3-yl)ethanol (200 mg, 1.69 mmol), tris(butyl)phosphine (6.84g, 10% in hexane, 3.38 mmol) and 1 , l ‘-(azodicarbonyl)dipiperidine (860 mg, 3.38 mmol) in anhydrous tetrahydrofuran (20 mL) was added ethyl 5-chloro-lH-pyrrolo[2,3-c]pyridine-2- carboxylate (380 mg, 1.69 mmol) under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 3 hours. The resulting mixture was then concentrated in vacuo. The residue was purified by flash column (gradient eluting with 0 – 25% ethyl acetate in petroleum ether) to afford 400 mg of ethyl 5-chloro-l-[2-(thietan-3-yl)ethyl]-lH-pyrrolo[2,3-c]pyridine-2- carboxylate as a white solid.

The synthetic route of 800401-67-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; GAO, Lu; GUO, Lei; HUANG, Mengwei; LIANG, Chungen; WANG, Baoxia; WANG, Lisha; WU, Guolong; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; ZHU, Wei; WO2014/184163; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98273-19-9, 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. 98273-19-9, name is Methyl 4,6-dichloropicolinate. A new synthetic method of this compound is introduced below.

To a solution of methyl 4,6- dichloropyridine-2-carboxylate (1.0 g, 4.9 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.34 g, 0.29 mmol) in THF (11 mL) was added bromo(cyclopropyl)zinc (11 mL of 0.5 M solution in THF, 5.6 mmol). The solution was heated at 60-65 C for 24 h. The solution was allowed to cool to rt, then poured into saturated aqueous ammonium chloride and extracted with EtOAc. The combined organic phases were dried, filtered and concentrated onto Celite. Purification was by silica gel chromatography using 0-15% EtO Ac/hex to afford the title compound (600 mg) as a colorless solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98273-19-9, Methyl 4,6-dichloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17282-40-5, 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 17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the corresponding nitroethylene (5 mmol),ethoxycarbonylmethylpyridinium bromide [28] (7.5 mmol), andtriethylamine (15 mmol) in dry acetonitrile (40 mL) was stirred at60 C for 4-5 h (TLC control). Acetonitrile was removed in vacuo, and then methylene chloride (150 mL) was added. The methylenechloride extract was washed with water, 5% aqueous HCl, wateruntil pH 7, and dried by filtration through cotton wool. Methylenechloride was removed in vacuo and the residue was triturated inethanol. The collected crystals werewashed with ethanol and driedin air to obtain a 4,5-dihydroisoxazole 2-oxides 8. When crystallizationwas unavailable, 4,5-dihydroisoxazole 2-oxides 8 were isolatedby column chromatography. For each compound, theappropriate conditions are specified.

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 17282-40-5, 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide.

Reference:
Article; Chernysheva, Natalia B.; Maksimenko, Anna S.; Andreyanov, Fedor A.; Kislyi, Victor P.; Strelenko, Yuri A.; Khrustalev, Victor N.; Semenova, Marina N.; Semenov, Victor V.; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 511 – 518;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17282-40-5, 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.17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide, molecular formula is C9H12BrNO2, molecular weight is 246.1011, as common compound, the synthetic route is as follows.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

Statistics shows that 17282-40-5 is playing an increasingly important role. we look forward to future research findings about 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53937-02-3, 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. A new synthetic method of this compound is introduced below.

c) 4-(Benzyloxy)- 1 -( 1 -(2-(pyrrolidin- 1 -yl)ethyl)- lNo.-indazol-5-yl)pyridin-2( lNo.)-one; Chemical Formula C25H26N4O2Exact Mass 414 21 Molecular Weight 414 5 [0081] A suspension of 5-bromo-l-(2-(pyrrolidin-l-yl)ethyl)-lH-indazole (0 21 g, 0.70 mmol) in 1,4-dioxane (10 mL) stirred under nitrogen was treated sequentially with 4- (benzyloxy)pyridin-2(li/)-one (0.14 g, 0.70 mmol), trans- 1,2-diaminocyclohexane (0.03 mL, 0.2 mmol), CuI (28 mg, 0.15 mmol) and K2CO3 (0.19 g, 1 4 mmol). After stirring overnight at 1100C, the mixture was allowed to cool to room temperature, diluted with CH2Cl2, washed with brine, dried over Na2SO4, filtered and concentrated to dryness. Purification by flash column chromatography (silica gel, CH2Cl2/Me0H, 95:5 to 90: 10) gave the title compound (21 mg, 7%) as an off-white powder 1H NMR (500 MHz, DMSO-J6) delta 8.03 (s, IH), 7.66 (d, J = 1.4 Hz, IH), 7.53 (d, J = 8.8 Hz, IH), 7.43-7.36 (m, 6H), 7.28 (d, J = 7.5 Hz, 1 H), 6.09-6.06 (m, 2H), 5.06 (s, 2H), 4.58-4.55 (m, 2H), 3.03 (br m, 2H), 2 61 (br m, 4H), 1.81 (br m, 4H); ESI MS m/z 415 [M + H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, and friends who are interested can also refer to it.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 65550-77-8, Adding some certain compound to certain chemical reactions, such as: 65550-77-8, name is 2-Bromo-5-chloro-3-methylpyridine,molecular formula is C6H5BrClN, 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 65550-77-8.

10201] Under nitrogen condition, 2-bromine-3-methyl-5-chioropyridine (400.00 mg, 1.94 mmol, 1.00 eq), WX1313-3-1 (465.61 mg, 2.32 mmol, 1.20 eq), sodium tert-butoxide (372.35 mg, 3.87 mmol, 2.00 eq), 1,1?-binaphthyl-2,2?-bis (diphenylphosphino) (241.26mg, 387.47 tmol, 0.20 eq) and tris(dibenzylideneacetone)dipalladium (177.40 mg, 193.73 tmol, 0.10 eq) were dissolved in anhydrous methylbenzene (10.00 mE). The mixture was stirred at 90 C. for 12 h. After reaction, the reaction liquid was dried by rotary evaporation to obtain the crude. The crude was purified by column chromatography (ethyl acetate: petroleum ether=1.-20%) to obtain WXO11-1. ?H NMR (400 MHz, CDC13) oeppm: 7.96 (d, J=2.00 Hz, 1H), 7.22 (s, 1H), 4.17-4.06 (m, 1H), 3.68- 3.61 (m, 1H), 3.58-3.46 (m, 2H), 3.41-3.31 (m, 1H), 2.07 (s, 3H), 1.99-1.86 (m, 1H), 1.84-1.67 (m, 2H), 1.65-1.60 (m, 1H), 1.59 (s, 9H).

According to the analysis of related databases, 65550-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHENZHEN SALUBRIS PHARM CO LTD.; Wu, Chengde; Yan, Jie; Xu, Wenjie; Yu, Tao; Li, Ning; Chen, Shuhui; US2018/305346; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 769-28-8, 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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

Intermediate 1 3-(Aminomethyl)-4,6-dimethyl-2(lH)-pyridinone hydrochloride Palladium on carbon (10%) (3.24 g) was charged into a 2L dry Parr bottle and a small amount of acetic acid was added. Next added 4,6-dimethyl-2-oxo-l ,2-dihydro- pyridine-3- carbonitrile (30 g , 202.7 mmol), sodium acetate (30.75 g, 375.0 mmol), platinum oxide (0.218 g), and acetic acid (1 L).. The bottle was capped, placed on Parr apparatus, and shaken under an atmosphere of ¾ (100 psi) for 2 days. The reaction mixture was filtered. The solvent was removed to give a residue, which was treated with 150 mL of cone. HCl, and the formed solids were filtered. The yellow filtrate was concentrated . To the crude compound was added 30 mL of cone. HCl and 150 mL EtOH, the contents cooled to 0 C, and stirred at 0 C for 2h. The formed solids were filtered, washed with cold EtOH, ether, and dried. The product was collected as 36 g. This batch was combined with other batches prepared on smaller scales and triturated with ether to give 51 g of pure compound.. 1H NMR (400 MHz, DMSO- 6) delta ppm 1 1.85 (br s, l H) 8.13 (br s, 3 H) 5.93 – 6.01 (m, 1 H) 3.72 – 3.80 (m, 2 H) 2.22 (s, 3 H) 2.16 (s, 3 H).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; BRACKLEY, James; BURGESS, Joelle, Lorraine; GRANT, Seth; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140324; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1124-64-7, 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 1124-64-7, name is 1-Butylpyridinium Chloride. This compound has unique chemical properties. The synthetic route is as follows.

1Butylpyridinium chloride [BPy][Cl] (0.2580 g, 1.46 mmol) wasdissolved in 15 mL of methanol and to this solution the ionexchange resin Amberlyst A26 (OH-) (9.13 mL, 7.3 mmol) wasadded and it was kept in stirring for 1 h in order to exchange thechloride to the hydroxide form. The resin was filtered and washedwith methanol. To the resultant filtrate, H3PMo12O40 (0.973 g,0.53 mmol) in methanol was slowly added, a yellow precipitateimmediately formed and the mixture was stirred at room temperaturefor 1 h. The product was filtered, washed several times withmethanol and dried in the oven at 80 C overnight (1.05 g, 89%). 1H NMR (400.13 MHz, DMSO d6, 25C) delta = 9.10 (d, J = 4.0 Hz,2H), 8.63 (t, J = 8.0 Hz, 1H), 8.19 (t, J = 8.0 Hz, 2H), 4.63(t, J = 8.0 Hz, 2H), 1.95 (m, J = 8.0 Hz, 2H), 1.31 (m, 2H), 0.94(t, J = 8.0 Hz, 3H) ppm. 31P NMR (162 MHz, CD3CN, 25 C)delta = -2.09 ppm. Selected FTIR (cm-1, KBr): 3124 (w), 3080 (w),3063 (w), 2963 (w), 2929 (w), 2869 (w), 1632 (s), 1581(w), 1485 (s), 1462 (m), 1384 (w), 1316 (w), 1278 (w), 1209 (w),1168 (m), 1063 (vs), 956 (vs), 878 (s), 795 (s), 682 (s), 644 (w),594 (w), 504 (m). Anal. Calc. for (C9H14N)3PMo12O40 (2230.87): C,15.04; H, 1.88; N, 1.87; Found: C, 14.76; H, 1.85; N, 1.87

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 1124-64-7, 1-Butylpyridinium Chloride.

Reference:
Article; Mirante, Fatima; Gomes, Neide; Corvo, Marta C.; Gago, Sandra; Balula, Salete S.; Polyhedron; vol. 170; (2019); p. 762 – 770;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem