Month: April 2022

Synthetic Route of 1796-84-5, 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. 1796-84-5, name is 4-Ethoxy-3-nitropyridine, molecular formula is C7H8N2O3, 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 consisting of 4-ethoxy-3-nitropyridine (15.0 g, 97.3 mmol) and EtNH2 (46.5 mL, 70% aq. solution, 584 mmol) in EtOH (30 mL) was stirred at 85 C in a pressure vessel for 2 h. Removal of all volatiles in vacuo afforded the title compound (16.2 g, 99 %). MS (ES+) m/z 168 (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 1796-84-5, 4-Ethoxy-3-nitropyridine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/46678; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 582303-10-4, (2,6-Dimethylpyridin-3-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, 582303-10-4, blongs to pyridine-derivatives compound. Product Details of 582303-10-4

To a mixture of methyl (4- (difluoromethyl) -6-hydroxy-l- benzothiophen-3-yl) acetate (78 mg) and THF (dry) (2 mL) were added (2, 6-dimethylpyridin-3-yl) methanol (43.2 mg) , tri-n- butylphosphine (0.212 mL) and ADDP (94 mg) at room temperature. The mixture was stirred at room temperature for 2 h. To the mixture were added ADDP (94 mg) and tri-n-butylphosphine (0.212 mL) , and the mixture was stirred at room temperature for 30 min. The insoluble material was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by short pad of silica gel (EtOAc/hexane ) . To a mixture of the residue and THF (2 mL) was added IN NaOH (1 mL) at room temperature. The mixture was stirred at room temperature for 16 h. The mixture was neutralized with IN HCl at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with water and brine, dried over MgS04 and concentrated in vacuo. The crude product was purified by preparative HPLC (C18, H20/CH3CN (including 10 mM NH4HC03) ) . The fraction was extracted with EtOAc. The organic layer was separated, washed successively with water and brine, dried over MgS0 and concentrated in vacuo. The residue was crystallized from EtOAc-hexane to give the title compound (29.1 mg) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,582303-10-4, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 167884-17-5, Adding some certain compound to certain chemical reactions, such as: 167884-17-5, name is Imidazo[1,2-a]pyridin-5-ylmethanol,molecular formula is C8H8N2O, 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 167884-17-5.

(5) Imidazo[1,2-a]pyridine-5-carbaldehyde Ethyl imidazo[1,2-a]pyridine-5-carboxylate (824 mg) was dissolved in methylene chloride (40 mL). Diisobutylaluminum hydride (1 M solution in toluene) (5 mL) was added at -78C and the mixture was stirred at – 78C for two hours. Diisobutylaluminum hydride (1 M solution in toluene) (10 mL) was further added to the mixture, followed by stirring at -78C for two hours. Methanol (1 mL) was added to the reaction mixture at – 78C, followed by addition of a 20% (+)-potassium sodium tartrate solution. After stirring at room temperature, the reaction mixture was filtered through celite and washed with methylene chloride, followed by extraction with methylene chloride twice. The organic layers were combined, washed with a saturated sodium chloride solution and then dried over magnesium sulfate. The drying agent was removed by filtration and the solvent was evaporated under reduced pressure. The resulting residue was dissolved in acetone (15 mL). 80% manganese dioxide (3 g) was added and the mixture was stirred at room temperature for 11 hours and 20 minutes. The reaction mixture was filtered and washed with acetone. The solvent of the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-methanol) to obtain the title compound (96 mg). 1H-NMR (400 MHz, CDCl3) delta(ppm): 7.35-7.44 (m, 1H), 7.53 (d, J=6.8 Hz, 1H), 7.88 (s, 1H), 7.99 (d, J=8.8 Hz, 1H) , 9.04 (s, 1H) , 9.92 (s, 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. 167884-17-5, Imidazo[1,2-a]pyridin-5-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2017275; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 955372-86-8, 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 955372-86-8 as follows.

Step 2: Preparation of methyl 3-bromo-5-fluoroisonicotinate TMSCHN2 (180 mL, 360 mmol, 2 equiv) was added into a solution of 3-bromo-5-fluoroisonicotinic acid (40 g, 182 mmol, 1 equiv), THF (240 mL), and MeOH (80 mL) dropwise with stirring at 0 C. under nitrogen. The resulting solution was stirred for 3 h at room temperature. The resulting mixture was concentrated under vacuum. The residue was purified by a silica gel column eluting with ethyl acetate/petroleum ether (1/9) to afford the title compound (35 g, 83%) as yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,955372-86-8, its application will become more common.

Reference:
Patent; Genentech, Inc.; Terrett, Jack Alexander; Chen, Huifen; Constantineau-Forget, Lea; Larouche-Gauthier, Robin; Lepissier, Luce; Beaumier, Francis; Dery, Martin; Grand-Maitre, Chantal; Sturino, Claudio; Volgraf, Matthew; Villemure, Elisia; (138 pag.)US2019/284179; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 956010-87-0, Adding some certain compound to certain chemical reactions, such as: 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine,molecular formula is C7H4F3N3, 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 956010-87-0.

Trifluoroacetic anhydride (2.6 mL, 18.7 mmol) was added to a solution of tetrabutylammonium nitrate (5.7 g, 18.7 mmol) in dichloromethane (50 mL) cooled to 00C in an ice bath. After 5 minutes, 3-(trifluoromethyl)-lH-pyrazolo[3,4-b]pyridine (0.5 g, 2.67 mmol) was added portionwise. The resulting solution was stirred at room temperature overnight. The reaction mixture was treated with saturated aqueous sodium bicarbonate, and the layers were separated. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed with saturated aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and evaporated to an oil. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (2:1) to give 5-nitro-3-(trifIuoromethyl)-lH-pyrazolo[3,4- b]pyridine (0.19 g, 31%) as a solid.

According to the analysis of related databases, 956010-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25968; (2011); A1;,
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 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. Computed Properties of C12H9N3

CdSO4·3/8 H2O (0.026 g, 0.1 mmol), 3PBI (0.0195 g, 0.1 mmol), NaOH (0.0072 g,0.18 mmol), adipic acid (0.0146 g, 0.1 mmol), and water (6 mL) were added to a 15-mLTeflon 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. Yellow pellet crystals of 3suitable for X-ray diffraction analysis were obtained (0.0123 g, yield: 27% based onCdSO4). Elemental analysis Calcd (%) for C18H15Cd N3O5 (465.73): C, 46.38; H, 3.22; N,9.02; found: C, 46.19; H, 3.24; N, 9.05. IR (KBr, cm-1): 2943(w), 1557(s), 1419(s), 1329(m), 1278(m), 1197(m), 1130(w), 1049(m), 962(m), 930(m), 816(m), 740(s), 700(m), 637(m), 519(w), 428(m).

With the rapid development of chemical substances, we look forward to future research findings about 1137-67-3.

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

Synthetic Route of 6200-59-5, 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. 6200-59-5, name is Imidazo[1,2-a]pyridine-3-carbonitrile, molecular formula is C8H5N3, 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 sodium methoxide (prepared from sodium (0.13 g, 5.65 mmol) and methanol (10 mL)) was added dropwise to a suspension of imidazo[1 ,2-a]pyridine-3- carbonitrile (4.0 g, 27.94 mmol) in methanol (15 mL) and the resulting mixture was stirred at ambient temperature overnight. Ammonium chloride (1 .64 g, 30.7 mmol) was then added and the mixture was heated at 90 C for 4h. The solvent was removed under reduced pressure and the resulting solid was treated with diethyl ether, filtered and purified by flash chromatography (dichloromethane/ ethanol) to give the title compound (4.47 g, 99%) as a white solid. LRMS (m/z): 161 (M+1 )+ 1H NMR delta (300 MHz, DMSO-d6): 7.21 (t, 1 H), 7.56 (t, 1 H), 7.79 (d, 1 H), 8.26 (s, 1 H), 8.67 (d, 1 H) .

According to the analysis of related databases, 6200-59-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; BACH TANA, Jordi; PEREZ CRESPO, Daniel; LLERA SOLDEVILA, Oriol; ESTEVE TRIAS, Cristina; TABOADA MARTINEZ, Lorena; WO2015/91531; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1156542-30-1 , The common heterocyclic compound, 1156542-30-1, name is 2-Bromo-5-fluoro-4-(trifluoromethyl)pyridine, molecular formula is C6H2BrF4N, 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 20 mL pressure vial was added (5 -2-amino-2,4-dimethylpentan-l-ol (323 mg, 2.462 mmol) and 2-bromo-5-fluoro-4-(trifluoromethyl)pyridine (601 mg, 2.462 mmol) in tetrahydrofuran (3.3 mL) to give a tan solution. Potassium tert- butoxide (2.95 mL, 2.95 mmol) (1.0 M in THF) was added dropwise under nitrogen. After 5 min stirring at rt, the vial was sealed and the mixture was stirred at 80 C for 18 h. The mixture was partitioned between water and EtO Ac. The layers were separated. The aqueous layer was extracted with EtO Ac. The combined organic solution was washed with brine, dried and concentrated to a tan oil. The crude was purified by silica gel chromatography up to 10% MeOH/CEhCh to afford (Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7477-10-3, 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 7477-10-3 as follows.

To a suspension of 49.0 g (0.27 mol) 6-hydroxy-5-nitro-nicouenic acid in thionyl chloride (240 mi) are added 2 ml of DMF. This mixture is stirred at 60C until the evolution of gaz has ended. Then it is stirred at 80C for further 18 h. Residual thionyl chloride is removed under vacuo and the resulting residue is coevaporated three times with toluene. Subsequently this reaction mixture is dissolved in dichloromethane (100 mi) and cooled to 0C before methanol (55.5 ml) is dropwise added. The precipitated solid is filtered off and dried under vacuo at 50C to give 27.6 g (13.7 mmol/52 %) of the title compound as a light yellow solid with a melting point of 78C (dichloromethane/methanol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7477-10-3, its application will become more common.

Reference:
Patent; ALTANA PHARMA AG; WO2005/77947; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73112-16-0 ,Some common heterocyclic compound, 73112-16-0, molecular formula is C6H5Br2N, 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.

Preparative Example 3 – Tert-butyl (6-bromo-4-methylpyridin-2-yl)carbamate (PrepEx-3)[00186] Into a flask were added tert-butyl carbamate (5.6 g, 47.8 mmol) and 2,6-dibromo-4-methyl-pyridine (12 g, 47.8 mmol) followed by degassed 2-MeTHF (120 mL). Solid sodium tert-butoxide (4.6 g, 47.8 mmol) was then added followed bytris(dibenzylideneacetone)dipalladium(0) (1.1 g, 1.2 mmol) and l,l’-bis(di-tert- butylphosphino)ferrocene (1.1 g, 2.4 mmol), and the solution evacuated and refilled with nitrogen 3 times. The solution was heated to 70 C for 4 h and then cooled to rt. The mixture was treated with water (20 mL) and EtOAc (100 mL) and filtered through Celite. The organic solution was washed with brine (100 mL) and then concentrated under reduced pressure. The resulting residue was purified via silica gel chromatography to afford tert-butyl (6-bromo-4- methylpyridin-2-yl)carbamate (11.2 g, 82%) as a white solid. MS ESI calcd for CnH15BrN202 [M + H]+ 287, found 287. 1H NMR (600 MHz, CDC13) delta 7.70 (s, 1H), 7.13 (s, 1H), 6.95 (s, 1H), 2.29 (s, 3H), 1.49 (s, 9H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73112-16-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ROMEO, Eric Thomas; MACHACEK, Michelle, R.; TROTTER, Benjamin Wesley; MILLER, Thomas Allen; ANDRESEN, Brian Michael; ANTHONY, Neville John; TAOKA, Brandon, M.; LIU, Yuan; WO2012/151137; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem