Month: April 2022

Electric Literature of 867279-13-8, 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 867279-13-8, name is 4-Bromo-2-chloro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-2-chloro-5-methylpyridine (600 mg, 2.9 mmol) was added to a mixture of4-(tert-butyl)-1H-imidazole (431 mg, 3.48 mmol) and C52CO3 (2.83 g, 8.7 mmol) in DMF (2 mL). The resulting solution was stirred at 100C overnight. The mixture was cooled to rt, diluted with EtOAc (100 mL), and washed with water (3OmLx2) and brine (3OmL). The organic layer was dried over Na2504, filtered, and concentrated in vacuo. Purification of theresidue on a silica gel column with 30% EtOAc/PE provided 400 mg (55%) of 4-(4-(tert- butyl)- 1H-imidazol- 1 -yl)-2-chloro-5 -methyl pyridine as a light yellow solid.

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 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; WANG, Guoqiang; SHEN, Ruichao; LONG, Jiang; MA, Jun; XING, Xuechao; HE, Yong; GRANGER, Brett; HE, Jing; WANG, Bin; OR, Yat, Sun; (125 pag.)WO2018/209354; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58481-17-7 , The common heterocyclic compound, 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate, molecular formula is C8H9NO3, 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.

Methyl 2-(hydroxymethyl)isonicotinate (5 g, 29.91 mmol) (from reference compound 1 , step 1 ) and triphenylphosphine (9.41 g, 35.89 mmol) were dissolved in DCM (100 mL) and cooled with an ice-bath. Perbromomethane (1 1 .90 g, 35.89 mmol) was added in small portions and the reaction mixture was stirred at 0C for 2 h and then at room temperature for 3 h. The solvent was concentrated in vacuo. The residue was purified by automated flash chromatography on 2 Biotage KP- SIL 100g columns. A gradient from 20 – 50 % of EtOAc in heptane over 10 CV was used as mobile phase. Methyl 2-(bromomethyl)isonicotinate (5.84 g, 85 %) was isolated as a dark blue oil. 1H NMR (600 MHz, CDCI3) delta 3.96 (s, 3H), 4.59 (s, 2H), 7.76 (dd, 1 H), 7.98 (s, 1 H), 8.72 (d, 1 H).

The synthetic route of 58481-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58236-70-7, name is 5-Bromo-3-chloropyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-chloropyridin-2(1H)-one

36.0 g (172.7 mmol) of 5-bromo-3-chloro-2-hydroxypyridine are stirred at 160 C. for 6 hours in 320 ml of phosphorus tribromide. The reaction mixture is cooled to room temperature and poured carefully into ice water. After 2 hours, the mixture is extracted three times with 500 ml of dichloromethane in each case. The combined organic phases are washed with sodium bicarbonate solution until neutral, dried over Na2 SO4 and filtered, and the filtrate is evaporated to dryness. Chromatographic purification (silica gel/dichloromethane) gives 20.53 g of 3-chloro-2,5-dibromopyridine. STR14 m.p.: 40-41 C.

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, 58236-70-7, 5-Bromo-3-chloropyridin-2(1H)-one.

Reference:
Patent; Hoechst Aktiengesellschaft; US5629428; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 57963-08-3 ,Some common heterocyclic compound, 57963-08-3, molecular formula is C7H10N2, 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 intermediate R2 (100 mg, 0.303 mmol) and 5,6-dimethylpyridin- 2-amine (43 mg, 0.333 mmol) in toluene (2.0 mL) was added trimethyl aluminium (2.0 M in toluene, 0.29 mL, 0.606 mmol) at 0 C. The reaction mixture was stirred at 100 C for 3 h. After completion of the reaction (monitored by TLC), the reaction mixture was quenched with water, extracted EtOAc (50 mL), dried over anhydrous Na2S04 and the solvent was evaporated under reduced pressure. The crude product was purified by column chromatography to afford intermediate S52 (60 mg, 47%) as a pale yellow solid. 1H NMR (DMSO-d6, 400 MHz) delta: 11.12 (1H, s), 8.35 (1H, s), 8.29 (1H, s), 7.91- 7.89 (1H, d, J = 8.0Hz), 7.59-7.57 (1H, d, J = 7.6Hz), 3.82 (3H, s), 2.38 (3H, s), 2.23 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57963-08-3, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; MALTAS, Philip James; WATSON, Stephen; LANGGARD, Morten; DAVID, Laurent; WO2014/114779; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 103058-87-3, Adding some certain compound to certain chemical reactions, such as: 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde,molecular formula is C7H6BrNO2, 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 103058-87-3.

To 5-bromo~2-methoxypyridine-3-carbaldehyde {1.5 g, 6.95 mmol) and diethyl (4- (4- ( fcert-butoxycarbonyl)piperazin- 1-yl) phenyl )methylphosphonate (2.39 g, 5.79 mmol) in anhydrous THF (50 mL) under nitrogen was added potassium tert-butoxide (1.30 g, 11.6 mmol) at rt over 5 min. After 3 h a further portion of the aldehyde (160 ialphag, 0.74 mmol) was added. After a further 30 min the reaction was concentrated and the residue purified by column chromatography (30% EtOAc in PE) to give the title compound (2.27 g, 83%) as a yellow oil. 1H NMR (CDCl3) 1.51 (9H, s), 3.24 (4H, t) , 3.68 (4H, t), 4.00 (3H, s), 7.02 (2H, d) , 7.11 (2H, m) , 7.49 (2H, d) , 7.89 (IH, s) , 8.07 (IH, s) .

According to the analysis of related databases, 103058-87-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27528; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79055-63-3, 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.79055-63-3, name is 2-Chloro-6-methylpyridin-4-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

[0563] Compound 518C was prepared by an analogous method as that of 473B, except using 518B in place of 473A, and 4-amino-6-chloro-2-methylpyrimidine in place of 2-amino-6-bromopyridine

The chemical industry reduces the impact on the environment during synthesis 79055-63-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 83766-88-5, name is 2-(tert-Butoxy)pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2-(tert-Butoxy)pyridine

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

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, 83766-88-5, 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide. A new synthetic method of this compound is introduced below., Quality Control of 5-Aminopyridine-2-carboxamide

[1140] 60mg (0.129 mmol, 89% purity) of 2-[4-(5-chloro- 2-cyanophenyl)-5-methoxy-2-oxopyridin- 1 (2H)-yl]-3-(3- methyl-i ,2-oxazol-5-yl)propanoic acid (racemate) and 27 mg (0.194 mmol, 1.5 eq.) of 5-aminopyridine-2-carboxam- ide were initially charged in 1.0 ml of pyridine, 123 jil (0.516 mmol, 50% in ethyl acetate, 4.0 eq.) of T3P were added and the mixture was stirred at 50 C. for 2 h. The reaction mixture was cooled, 4 ml of water and 4 ml of saturated aqueous sodium hydrogencarbonate solution were added and the mixture was stirred for 10 mm. The suspension was filtered with suction and washed with water and three times with 2 ml each time of acetonitrile, and then the filtrate was lyophilized Yield: 51 mg (73% of theory).j1141] LCMS [Method 1]: R=0.83 mm; MS (ESIpos):m1z533 (M+H), j1142] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=i0.94(s, 1H), 8.84 (d, 1H), 8.22 (dd, 1 H), 8.07-8.01 (m, 2 H), 7.99 (d, 1H), 7.75-7.68 (m, 2H), 7.58-7.50 (m, 2H), 6.52 (s, 1H), 6.03 (s, 1H), 5.99 (dd, 1H), 3.88 (dd, 1H), 3.74-3.63 (m, 4H),2.14 (s, 3H)

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, 145255-19-2, 5-Aminopyridine-2-carboxamide.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1122-61-8, 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. 1122-61-8, name is 4-Nitropyridine, molecular formula is C5H4N2O2, 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.

The 4-pyridine nitrogen oxide and acetic anhydride reaction, the reaction temperature is 91 C, the reaction time is 4h,The molar ratio of the 4-pyridine nitrogen oxide to acetic anhydride is 1: 2.4, to give acetic acid-4-picolylester;

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 1122-61-8, 4-Nitropyridine.

Reference:
Patent; Liu Ruihai; (5 pag.)CN107311918; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 107867-51-6, 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 107867-51-6 as follows.

General procedure: A mixture of 2,3-diaminopyridine in diethyl oxalate (10 mL/1 mmol phenyldiamine) was heated to reflux for 4 h before cooled to room temperature. The resulted solid was filtered,washed with ethyl acetate and 95% ethanol, decolorized with activated charcoal and recrystallized in water and DMF or DMSO to give 5-azaquinoxalinediones as white solid. 5.2.2.6 7-Trifluoromethyl-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione (6) The title compound was prepared from 2-amino-5-trifluoromethylpyridine according to the general procedure as white solid (635 mg, 27.5%). IR (KBr) nu 3055, 1717, 1698, 1627, 1342, 1165, 1094 cm-1; 1H NMR (400 MHz, DMSO-d6) delta 7.63 (1H, d, J = 2.0 Hz, H-8), 8.44 (1H, s, H-6), 12.13 (1H, s, NH-1), 12.71 (1H, s, NH-4); 13C NMR (100 MHz, DMSO-d6) delta 118.74 (t), 120.04 (d), 122.52, 124.18 (d), 138.99 (t), 142.95, 154.95, 156.39; HRMS-EI C8H4F3N3O2 calcd [M+Na]+ 254.0153, found 254.0150.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,107867-51-6, its application will become more common.

Reference:
Article; Xie, Dongsheng; Lu, Jun; Xie, Jin; Cui, Junjun; Li, Teng-Fei; Wang, Yan-Chao; Chen, Yuan; Gong, Nian; Li, Xin-Yan; Fu, Lei; Wang, Yong-Xiang; European Journal of Medicinal Chemistry; vol. 117; (2016); p. 19 – 32;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem