Tag: M.W:200-300

Reference of 59105-50-9, 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 59105-50-9 as follows.

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59105-50-9, its application will become more common.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 942189-65-3 , The common heterocyclic compound, 942189-65-3, name is 2-(6-Bromopyridin-3-yl)pyrimidine, molecular formula is C9H6BrN3, 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.

Refluxed mixture of 2-(6-Bromo-pyridin-3-yl)-pyrimidine (1Q) (200mg, 0.85mmol), N-tert-butoxycarbonyl-1 ,2,3,6-tetrahydropyridine-4-boronic acid, pinacol ester (290mg, 0.93mmol); Cesium Carbonate (500mg, 1.538mmol); PdCI2dppf (30mg) in dioxane/H2O (10ml v/v 4/1 ) for 4 hours. Cooled reaction, then evaporated solvent. Extracted with EtOAc (200ml) washed with H2O (50ml), dried over MgSO4, filtered and solvent evaporated yielding a solid which chromatographed on silica gel eluting with 30% v/v acetone/hexanes yielding 2Q as a white solid (110mg, 38%) ESMS (MH.339).

The synthetic route of 942189-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); 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. 60154-05-4, name is 5-Iodo-1-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Formula: C6H6INO

Into a 2 L 4-necked, round-bottom flask, purged and maintained with an inert atmosphere of N2, was placed a solution of 5-[(tert-butyldimethylsilyl)oxy]-1H-indazole (805 g, 3.2mol) in toluene (8 L), 5-iodo-1-methyl-1,2-dihydropyridin-2-one (800 g, 3.4 mol) and K3P04 (1.2 kg, 5.8 mol). Cyclohexane-1,2-diamine (63 g, 0.5 mol) was added followed by the addition of Cul (1.3 g, 6.8 mmol) in several batches. The resulting solution was stirred overnight at 102C. The resulting mixture was concentrated under vacuum to yield 3.0 kg of the title compound as a crude black solid. LC/MS: mlz 356 [M+H].

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, 60154-05-4, 5-Iodo-1-methylpyridin-2(1H)-one.

Reference:
Patent; ASTRAZENECA; RIPA, Lena, Elisabeth; LAWITZ, Karolina; LEPISTOe, Matti, Juhani; HEMMERLING, Martin; EDMAN, Karl; LLINAS, Antonio; (96 pag.)WO2016/46260; (2016); A1;,
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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

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

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 38923-08-9 , The common heterocyclic compound, 38923-08-9, name is Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate, molecular formula is C10H9N3O4, 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 stirred solution of ethyl 6-nitroimidazo[l,2-a]pyridine-2-carboxylate (A34, 7.30 g, 31.73 mmol) in methanol(lOOmL) was added Pd/C(1.6 g, 15.86 mmol) under N2 atmosphere and the reaction mixture was stirred under H2 ballon pressure at room temperature for 4h. after completion of reaction mixture filtered through celite bed and washed with EtOAc. The filtrate was concentrated to dryness. The residue was washed with n-pentane dried to get compound ethyl 6-aminoimidazo[l,2-a]pyridine-2-carboxylate A35 as a green solid. Yield: 4.50 g(70%) LC-MS(ES) m/z : 205.99[M+H]+.

The synthetic route of 38923-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 178876-83-0, Methyl 6-amino-3-bromopicolinate, 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, 178876-83-0, blongs to pyridine-derivatives compound. SDS of cas: 178876-83-0

A solution of methyl 6-amino-3-bromopyridine-2-carboxylate (20.62 g) (T. R. Kelly and F. Lang, J Org. Chem. 61, 1996, 4623-4633) in chloroform (570 ml) was treated dropwise over 2 hours with bromine (4.62 ml) in chloroform (115 ml) and stirred 16 hours. The solution was washed with excess aqueous sodium bicarbonate, dried and evaporated. Crystallisation from EtOAc/hexane gave the bromopyridine (13.5 g). MS (APCI+) m/z 309,311, 313 (MH+, 70%), 295,297, 299 (100%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,178876-83-0, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 4282-47-7, 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 4282-47-7 as follows.

A solution of compound52(0.2 g, 1.03 mmol) in methanol (10 mL) was treated with 10% palladium on carbon (20 mg) and subjected to a hydrogen atmosphere. The mixture was stirred for a further 18 h and then filtered through a pad of Celite. The pad was washed with methanol (50 mL) and the combined filtrates evaporatedin vacuoto give the crude residue which was purified by flash chromatography on silica eluting withCH2Cl2-methanol-aqueous ammonia (95:4.5:0.5) to give amine53(0.15 g, 87%) as a brown solid; mp 89-92 C (lit mp 94-95 C); numax/cm-13333, 3210, 1606, 1586, 1519, 1294, 1181;deltaH(500 MHz, CDCl3) 8.62 (1 H, dt,J1.0, 5.0 Hz), 7.83 (2 H, d,J8.5 Hz), 7.68-7.61 (2 H, m), 7.11 (1 H, m) 6.75 (2 H, d,J8.5 Hz), 3.83 (2 H, br s);deltaC(125 MHz, CDCl3) 157.6, 149.5, 147.5, 136.6, 129.8, 128.1, 121.0, 119.4, 115.2;m/z(ESI) 171 ([M + H]+, 100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4282-47-7, its application will become more common.

Reference:
Article; Beinat, Corinne; Reekie, Tristan; Banister, Samuel D.; O’Brien-Brown, James; Xie, Teresa; Olson, Thao T.; Xiao, Yingxian; Harvey, Andrew; O’Connor, Susan; Coles, Carolyn; Grishin, Anton; Kolesik, Peter; Tsanaktsidis, John; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 277 – 301;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 62150-46-3, 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. 62150-46-3, name is 4-Bromopicolinamide, molecular formula is C6H5BrN2O, 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 mixture of compound 53 (188 mg, 0.37 mmol), 4-bromopicolinamide (75 mg, 0.37 mmol) and 2 M aqueous Na2CO3 (0.6 mL, 1.20 mmol) in DME (3 mL) was degassed in vacuo for 15 min. To the mixture was added Pd(PPh3)4 (48 mg, 0.04 mmol) at room temperature. The mixture was stirred at 100 C under Ar for 8 h. The mixture was poured into water, and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluted with EtOAc in hexane), and crystallized from EtOAc/hexane to give the title compound (62 mg, 33%) as a white solid. mp: 220-222 C. 1H NMR (CDCl3) delta 1.14-1.29 (m, 2H), 1.59-1.76 (m, 2H), 2.20-2.30 (m, 4H), 2.94-3.05 (m, 1H), 3.61-3.75 (m, 1H), 4.60 (d, J = 7.2 Hz, 1H), 5.66 (br s, 1H), 6.34 (d, J = 8.7 Hz, 1H), 7.54 (dd, J = 8.7, 2.3 Hz, 1H), 7.65-7.75 (m, 1H), 7.86-7.94 (m, 3H), 7.99-8.06 (m, 2H), 8.29 (s, 1H), 8.48-8.50 (m, 1H), 8.71 (dd, J = 4.9, 0.8 Hz, 1H). LC/MS m/z 505.1 (M+H). Anal. Calcd for C24H23N4O3SF3: C, 57.13; H, 4.59; N, 11.10. Found: C, 57.04; H, 4.65; N, 10.92.

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 62150-46-3, 4-Bromopicolinamide.

Reference:
Article; Tawaraishi, Taisuke; Sakauchi, Nobuki; Hidaka, Kousuke; Yoshikawa, Kyoko; Okui, Toshitake; Kuno, Haruhiko; Chisaki, Ikumi; Aso, Kazuyoshi; Bioorganic and Medicinal Chemistry Letters; vol. 28; 18; (2018); p. 3067 – 3072;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem