Tag: M.W:200-300

Reference of 1211533-83-3, 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 1211533-83-3, name is 5-Bromo-6-methoxypyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-6-methoxypyridin-2-amine (50 mg, 246.2 umol) and 2- methylbenzene-l-sulfonyl chloride (70.4 mg, 369.3 umol, 53.3 uL) in DCM (3.0 mL) was added pyridine (58.4 mg, 738.7 umol, 59.6 uL), the mixture was stirred at 45C for 12 h. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (Si02) to give N-(5-bromo-6-methoxypyridin-2-yl)-2-methylbenzenesulfonamide (80 mg, 208.2 umol, 84.5% yield). M+H+ = 359.1 (LCMS).

According to the analysis of related databases, 1211533-83-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1206968-88-8, (5-Bromo-3-chloropyridin-2-yl)methanol, 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

DMP (45.83g, 102.lOmmoI) was added portion wise to a stirred solution of (5-bromo-3-chloropyridin-2-yl)-methanol (16g, 72.O7mmoI) in DCM (320mL) at 0C and stirred for 16h at RT. The RM was filtered through celite and washed with DCM (3x100mL).The filtrate was washed with Aq.NaHCO3 (200mL), water (200mL), brine(250mL), dried (Na2SO4), filtered, concentrated under reduced pressure to give crude. The crude was purified by CC (0-5% EtOAc in PE) to give 5-bromo-3-chloropicolinaldehyde (lOg, 66%) as light yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1206968-88-8, (5-Bromo-3-chloropyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1446507-38-5, 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. 1446507-38-5, name is 6-(6-(Trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4(1H,3H)-dione, molecular formula is C9H5F3N4O2, 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.

Step 3: Preparation of 2,4-dichloro-6-(6-trfluomethyl-pyridin-2-yl)-1,3,5-triazine. To a solution of 6-(6-trifluomethyl-pyridin-2-yl)-1 ,3 ,5-triazine-2,4(1 H,3H)-dione (3.37 g, 0.013 mol) in POC13 (48 mL) was added PC15 (23 g, 0.1 mol). The mixture was stirred at 100C for 2 hr and then concentrated. The residue was dissolved inEtOAc and then washed with Sat. aq. NaHCO3. The organic layer was dried over anhydrous Na2504 and thenconcentrated to give the desired product.?H NMR (400 MHz, CDC13): 8.76 (d, J= 7.9 Hz, 1H), 8.19 (t, J 7.9 Hz, 1H), 7.97 (d, J 7.8 Hz, 1H).LC-MS: m/z 294.9 (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 1446507-38-5, 6-(6-(Trifluoromethyl)pyridin-2-yl)-1,3,5-triazine-2,4(1H,3H)-dione.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; ZAHLER, Robert; CAI, Zhenwei; ZHOU, Ding; WO2015/3640; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 124236-37-9, Adding some certain compound to certain chemical reactions, such as: 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate,molecular formula is C8H6F3NO2, 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 124236-37-9.

b) 1 -Oxy-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester A mixture of 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (2.7 g, 13 mmol) and m-CPBA (CAN 937-14-4, 6.7 g, 39 mmol) in dry methylene chloride (30 mL) was stilTed under reflux conditions overnight. Removal of the solvent in vacuo and purification of the obtained residue by column chromatography (silica gel, 15 g, 20% ethyl acetate in petroleum ether) provided the title compound (2.2 g, 76%) as light-yellow solid; MS (El):mle = 222.1 [MHi.

According to the analysis of related databases, 124236-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 35905-85-2, 2-Bromonicotinic acid, 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, name: 2-Bromonicotinic acid, blongs to pyridine-derivatives compound. name: 2-Bromonicotinic acid

Preparation 5 3-Hydroxymethyl-3′,4′,5′,6′-tetrahydro-2’H-[2,4]-bipyridinyl-1′-carboxylic Acid t-Butyl Ester H2SO4 (0.6 mL) was added to a solution of 2-bromonicotinic acid (1.5 g, 7.43 mmol, 1.00 eq.) in MeOH (20 mL). The resulting solution was stirred for 5 hours while the temperature was maintained at reflux in an oil bath. The mixture was cooled to room temperature and concentrated under vacuum. The resulting solution was diluted with EtOAc (50 mL) and the pH of the solution was adjusted to 10 with Na2CO3 (20%). The resulting organic layer was washed with water (1*50 mL) and saturated aqueous NaCl (2*100 mL), dried over anhydrous Na2SO4, and concentrated under vacuum to yield 2-bromonicotinic acid methyl ester (1.1 g) as a yellow liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Stangeland, Eric L.; Patterson, Lori Jean; Zipfel, Sheila; US2011/230495; (2011); A1;,
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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine, molecular formula is C5H4BrClN2, 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: C5H4BrClN2

General procedure: To a solution of 1 (2.57mmol) in 8mL pyridine at 0C was added the pyridine solution of 4- fluoro sulfonyl chloride (4g, 19.4mmol) in drops and DMAP (20mg) to start the reaction. The mixture was warmed slowly to room temperature and stirred overnight. After the completion of the reaction (monitored by TLC), the reaction was quenched with water (30mL) and filtered. The filter cake was washed with water and EtOH to obtain white solid which was dissolved in MeOH (10mL) and added with 3mL saturated potassium carbonate solution. The mixture was stirred at room temperature for 6h and monitored by TLC. The reaction was quenched with water and extracted with EtOAc. The organic layer was collected and washed with water for three times, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography to afford white solid.

With the rapid development of chemical substances, we look forward to future research findings about 588729-99-1.

Reference:
Article; Yan, Guoyi; Pu, Chunlan; Lan, Suke; Zhong, Xinxin; Zhou, Meng; Hou, Xueyan; Yang, Jie; Shan, Huifang; Zhao, Lifeng; Li, Rui; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 667 – 686;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 82205-58-1, 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. 82205-58-1, name is 1-(5-Nitropyridin-2-yl)piperazine, molecular formula is C9H12N4O2, 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 acetylation/sulphonylation procedure). Compound 3b (208 mg, 1 mmol), acetyl chloride (79 mul, 1.1 mmol) and PS-NMM (100 mg) in CH2Cl2 (5 mL) were stirred for 16 h. After adding PS-Trisamine (150 mg) to the reaction mixture was left to stir for a further 2 h, filtered and concentrated in vacuum to afford a yellow solid: 250 mg (90%) yield. 1H NMR CDCl3 delta = 9.03 (1H, d, J = 2.5 Hz), 8.23 (1H, dd, J1, J2 = 2.9 Hz), 6.59 (1H, d, J = 9.5 Hz), 3.89-3.58 (8H, m), 2.13 (3H, s). 13C NMR CDCl3 delta = 169.4, 160.2, 146.2, 135.5, 133.2, 104.7, 44.7 (2C), 44.3 (2C), 21.4. IR (neat, cm-1): 1643, 1596, 1512, 1424, 1340, 1299, 929. HRMS m/z calculated for C11H15N4O3 (MH+): 251.1139, Found: 251.1140.

According to the analysis of related databases, 82205-58-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Spencer, John; Patel, Hiren; Callear, Samantha K.; Coles, Simon J.; Deadman, John J.; Tetrahedron Letters; vol. 52; 45; (2011); p. 5905 – 5909;,
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 1186647-69-7, name is 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1186647-69-7

A suspension of 4-chloro-3-iodo-1H-pyrozolo[4,3-c]pyridine (7.88 g, 0.0280 mol) in DCM (100 mL) was stirred at 0 C. for 5 minutes. TEA (5.62 g, 0.0560 mol) was added and the mixture was stirred for 10 minutes. Trityl chloride (11.7 g, 0.0420 mol) was then added. After being stirred for 3 hours, the reaction mixture was treated with water (100 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated to give the title compound as an off-white solid (13.2 g, 89%).

With the rapid development of chemical substances, we look forward to future research findings about 1186647-69-7.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Estrada, Anthony; Shore, Daniel; Sweeney, Zachary; US2014/288043; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0, 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 52833-94-0 as follows.

A mixture of 2-amino-5-bromonicotinic acid (2.0 g, 9.20 mmol), HOBT (1.40 g, 11.2 mmol), EDCI (3.52 g, 18.4 mmol), Et3N (4.68 g, 46.0 mmol) and NH4C1 (2.48 g, 46.0 mmol) in DMF (100 mL) was stirred overnight at room temperature. The reaction mixture was concentratedin vacuo, suspended in water and extracted with CH2C12. The organic layer was washed with brine,dried over Na2504 and concentrated to give the product of 2-amino-5-bromonicotinamide (1.80 g,yield: 80%), which was used for the next step without further purification. ?H NMR (DMSO-d6,400 MHz) 8.14 (dd, J= 4.4 Hz, 2.4 Hz, 2H), 8.04 (s, 1H), 7.46 (s, 1H), 7.37 (s, 2H). MS (M+H):216/218.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); 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. 1222185-12-7, name is Dimethyl 3-bromopyridine-2,4-dicarboxylate. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Dimethyl 3-bromopyridine-2,4-dicarboxylate

Dimethyl 3-phenylpyridine-2,4-dicarboxylate Z3’A stirred suspension of 3-bromopyridine 11 (300 mg, 1.1 mmol, 1 eq.), phenyl boronic acid/anhydride (147 mg, 1.2 mmol, 1.1 eq.), Cs2CO3 (392 mg, 1.2 mmol, 1.1 eq.), Pd(OAc)2 (25 mg, 0.11 mmol, 0.1 eq.) and PPh3 (57 mg, 0.22 mmol, 0.2 eq.) in anhydrous DMF (10 mL) was heated to 70 C for 3 h. The reaction mixture was cooled to room temperature, diluted with water and extracted with EtOAc. The combined organic layers were washed with water, dried(Na2SO4) and concentrated in vacuo. The residue was purified by automated flash column chromatography (Biotage KP-SIL SNAP 25 g cartridge, eluting with EtOAc/hexane) to affordZ3′ (223 mg, 75%) as a light yellow oil.1H NMR deltaH (400 MHz; CDCl3) 3.61 (s, 3H, OCH3), 3.68 (s, 3Eta, OCH3), 7.23 (dd, J=6.5, 3.0 Hz, 2H, ArHmeta), 7.39 (m, 3Eta, ArH), 7.73 (d, J=5.0 Hz, IH, pyHmeta), 8.76 (d, J=5.0 Hz, IH, pyHortho); 13C NMR deltac (100 MHz; CDCl3) 52.6 (CH3), 52.6 (CH3), 124.2 (ArCH), 128.0 (ArCH), 128.2 (ArCH), 128.4 (ArCH), 135.2 (ArQ, 135.7 (ArQ, 140.5 (ArQ, 148.6 (ArCH), 150.8 (ArQ, 166.4 (CO), 166.5 (CO); IR vmax (filmycm 1 3059, 3027, 3003, 2952, 1740, 1434, 1320, 1288, 1199; HRMS (ESI+) for C15H13NNaO4 requires 294.0737, found (M+Na+) 294.0730; 3-PhenyIpyridine-2,4-dicarboxylic acid Z31H NMR deltaH (400 MHz; MeOD) 7.26-7.36 (m, 2H, ArH), 7.38-7.42 (m, 3Eta, ArH), 7.80 (d, J=5.0 Etaz, IH, pyHmeta), 8.69 (d, J=5.0 Etaz, IH, pyHortho); 13C NMR deltac (100 MHz, DMSO-J6) 123.6 (ArCH), 128.8 and 128.9 (2 x ArCH), 129.6 (ArCH), 132.3 (AiQ, 136.4 (ArQ, 142.8 (ArC), 149.2 (ArCH), 153.6 (ArQ, 168.4 (CO), 168.5 (CO); IR Vn^ (KBr diskycm”1 3424, 2920, 2852, 1729, 1612, 1379, 1259, 1192; HRMS (ESI-) for C13H8NO4 requires 242.0459, found (M-H”) 242.0453;

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, 1222185-12-7, Dimethyl 3-bromopyridine-2,4-dicarboxylate.

Reference:
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher, Joseph; MCDONOUGH, Michael; ROSE, Nathan; THALHAMMER, Armin; WO2010/43866; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem