Category: pyridine-derivatives

Related Products of 77199-09-8 ,Some common heterocyclic compound, 77199-09-8, molecular formula is C8H8BrNO2, 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.

General procedure: A mixture of 2a or 2b (1 g, 1 equiv.), bis(-pinacolato)diboron (1.2 equiv.), [1,10-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane(10 mol %), potassium acetate (2 equiv.), 1,4-dioxane (15 ml) andwater (7.5 ml) was sealed in a 20 ml microwave reaction vial(Biotage). The vial was irradiated in a microwave apparatus at110 C, high absorption for 15 min. The reaction mixturewas cooledto room temperature (afforded crude 3a or 3b) and used to the nextstep without purification. An appropriate alkyl halide (0.95 equiv.),cesium carbonate (2.0 equiv) and water (4 ml) were added directlyto the reaction mixture. The vial was sealed and irradiated in amicrowave apparatus at 110 C, normal absorption for 30-90 min.After cooling to room temperature, water (100 ml) was added andthe mixture was extracted with ethyl acetate (4 x 100 ml). Theorganic layer was washed with brine (200 ml), dried with anhydrousNa2SO4(s) and concentrated. The residue was purified bysilica-gel flash column chromatography (eluent: ethyl acetate/heptane = 1:1) to obtain the esters 4a and 4j-m.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77199-09-8, its application will become more common.

Reference:
Article; Tung, Truong Thanh; Jakobsen, Tim Holm; Dao, Trong Tuan; Fuglsang, Anja Thoe; Givskov, Michael; Christensen, S°ren Br°gger; Nielsen, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1011 – 1020;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 878197-68-3, Adding some certain compound to certain chemical reactions, such as: 878197-68-3, name is 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde,molecular formula is C8H5BrN2O, 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 878197-68-3.

To a solution of Lambda/-methyI-5,6,7,8-tetrahydro-8-quinolinamine (500 mg, 3.1 mmol) and 5-bromoimidazo[1 ,2-a]pyridine-2-carbaldehyde (770 mg, 3.4 mmol) in dichloroethane (17 mL) was added acetic acid (180 muL, 3.1 mmol) and sodium triacetoxyborohydride (2.0 g, 9.3 mmol). The mixture was stirred at room temperature for 15 hours and then filtered through a silica plug and rinsed with 10% ammonium hydroxide- acetonitrile. The solvent was removed and the residue diluted with dichloromethane, washed with saturated aqueous sodium bicarbonate, and dried with magnesium sulfate to give 1.1 g (99% yield) of /V-[(5-bromoimidazo[1 ,2-a]pyridin-2-yl)methyl]-/V- methyl-5,6,7,8-tetrahydro-8-quinolinamine as an orange oil. 1H-NMR (CDCI3): delta 8.50 (d, 1H), 7.92 (S, 1H), 7.49 (d, 1 H), 7.32 (d, 1H), 7.03 (m, 2H), 6.96 (m, 1H), 4.09 (m, 1H), 3.94 (s, 2H), 2.72 (m, 2H), 2.40 (s, 3H), 2.12 (m, 1H), 1.99 (m, 2H), 1.68 (m, 1H); MS m/z 372 (M+1 ).

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. 878197-68-3, 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/87549; (2007); A2;,
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 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 83766-88-5

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.

With the rapid development of chemical substances, we look forward to future research findings about 83766-88-5.

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

Application of 122306-01-8, Adding some certain compound to certain chemical reactions, such as: 122306-01-8, name is (6-Bromopyridin-3-yl)methanol,molecular formula is C6H6BrNO, 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 122306-01-8.

SOCI2 (1.26 g, 10.6 mmol, 2 eq) was added drop wise to a stirred solution of compound 77 (1 g, 5.3 mmol, 1 eq) in CHCb (10 mL) at 0 C. The mixture was stirred for 4 h at room temperature. After LC-MS indicated completion, the mixture was poured into ice-water and adjusted pH = 7-8 with saturated NaHCCb, extracted with DCM (10 mL X 3). The combined organic layers was washed with brine (5 mL X 3) and dried over NaiSCU, filtered and concentrated to afford the crude product (870 mg, crude), which was used in next step directly. NMR (300 MHz, CDCb): delta 8.39 (d, J= 1.5 Hz, 1 H), 7.64 – 7.60 (m, 1 H), 7.52 (d, J= 8.1 Hz 1 H), 4.56 (s, 1 H). LCMS: (M+H)+ = 205.9, 207.9.

According to the analysis of related databases, 122306-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); 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. 780800-73-9, name is (3-Isopropylpyridin-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (3-Isopropylpyridin-2-yl)methanol

To a vigorously stirred solution of (3-isopropyl-pyridin-2-yl)-methanol (26 g, 170 mmol) in CH2Cl2 (575 mL) was added MnO2 (105 g, 1.20 mol) under N2. The mixture was stirred for 18 h then filtered through a celite pad and concentrated in vacuo. Purification by column chromatography on silica gel (EtOAc/hexanes, 1:3) afforded 3-isopropyl-pyridine-2-carbaldehyde (15.65 g, 61%) as an orange oil. 1H NMR (CDCl3) delta 1.26 (d, 6H, J=7.0 Hz), 4.17 (sep, 1H, J=6.6 Hz) 7.45 (dd, 1H, J=7.9, 4.4 Hz), 7.84 (d, 1H, J=7.9 Hz), 8.56 (dd, 1H, J=4.4, 1.3 Hz), 10.2 (s, 1H).

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, 780800-73-9, (3-Isopropylpyridin-2-yl)methanol.

Reference:
Patent; Chen, Gang; Crawford, Jason; Skerlj, Renato; US2005/154201; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59146-67-7, 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 59146-67-7, name is 5,6-Dimethylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

5,6-Dimethyl-2-pyridinecarbonitrile 1 -oxide; To a solution of 5,6-dimethyl-2-pyridinecarbonitrile (3.68 g, Ref: Guay et al., Bioorg. Med. Chem. Letters, 8 (5), 453. (1998)) in chloroform (25 ml) was added dropwise a solution of m-chloroperbenzoic acid (7.35 g) in chloroform (75 ml) and the solution stirred at ambient temperature for 40 hours. Sodium sulphite (2.4 g) was added and the mixture stirred for 1 hour, filtered and the solid washed with dichloromethane. The filtrate was washed with saturated sodium bicarbonate (50 ml) and water (50 ml), dried (MgSO4) and concentrated in vacuo. The residue was recrystallised from ether to afford the title compound (3.44 g, 83%) as a white solid. LC/MS [MH+] = 149, RT = 1.30 min.

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 59146-67-7, 5,6-Dimethylpicolinonitrile.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/66968; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 49669-13-8, Adding some certain compound to certain chemical reactions, such as: 49669-13-8, name is 2-Acetyl-6-bromopyridine,molecular formula is C7H6BrNO, 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 49669-13-8.

1) Production of 1-(6-bromopyridin-2-yl)ethanolWith cooling with ice, 426 mg of sodium borohydride was added to ethanol (50 mL) solution of 4.50 g of 2-acetyl-6-bromopyridine. After stirred for 1 hour, aqueous saturated ammonium chloride solution was added to the reaction liquid, extracted with ethyl acetate, washed with saturated saline water, and dried with anhydrous magnesium sulfate. After concentrated under reduced pressure, 4.58 g of the entitled compound was obtained as a colorless oily substance.1H-NMR (400 MHz, CDCl3) ?: 7.56 (1H, t, J=7.8 Hz), 7.39 (1H, d, J=7.8 Hz), 7.29 (1H, d, J=7.8 Hz), 4.88 (1H, q, J=6.7 Hz), 1.51 (3H, d, J=6.3 Hz).ESI-MS Found: m/z[M+H]+ 202, 204.

According to the analysis of related databases, 49669-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sagara, Takeshi; Otsuki, Sachie; Sunami, Satoshi; Sakamoto, Toshihiro; Niiyama, Kenji; Yamamoto, Fuyuki; Yoshizumi, Takashi; Furuyama, Hidetomo; Goto, Yasuhiro; Bamba, Makoto; Takahashi, Keiji; Hirai, Hiroshi; Nishibata, Toshihide; US2007/254892; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, 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, 127446-34-8, blongs to pyridine-derivatives compound. Formula: C11H13ClN2O2

An oven-dried flask was charged with THF (80 mL) anddiisopropylamine (8.2 mL, 58.4 mmol). The solution was cooled to -78C then n-butyllithium (2.5 M solution in hexane, 23.3 mL, 58.3 mmol)was added. The mixture was stirred for 15 mm then a solution of tertbutyl acetate (7.8 mL, 58.3 mmol) in THF (2 mL) was added. Afterstirring at -78C for 20 mm a solution of N-(6-chloro-3-formylpyridin-2-yl)-2,2-dimethylpropanamide (6.7 g, 27.8 mmol) in THF (5 mL) was added. The mixture was allowed to warm to room temperature then was poured into sat. NH4CI. The resulting mixture was extracted with ethyl acetate and the organic phase was dried and evaporated in vacuo toobtain the title compound (9.4 g, 26.4 mmol, 95% yield). LC-MS (M-H) = 357.3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,127446-34-8, its application will become more common.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 107867-51-6, 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.107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine, molecular formula is C6H6F3N3, molecular weight is 177.1272, as common compound, the synthetic route is as follows.

Step C: 2-(chloromethyl)-6-(trifluoromethyl)-3H-imidazo[4,5-]pyridine To a DCM 2mL suspension of 5~(trifluoromethyl)rhoyridine-2,3 -diamine (454mg, 2.56mmol) was added 2~Chloro-l,l ,l-triethoxy-ethane (504mg, 2.56mmol). The mixture was heated to 1000C for 20 mill using a microwave reactor and resulting solid was suspended in 1 :1 DCM:hexanes (5mL) and gently sonicated. The precipitate was collected by suction filtration to give the title compound (324mg). LC/MS: m/z 236(M+H). 1H-NMR (500MHz, d6-DMSO): delta 4.98 (s, 2H), 8.42(d, 1H), 8.72 (d, 1H).

The chemical industry reduces the impact on the environment during synthesis 107867-51-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2009/152072; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77199-09-8 , The common heterocyclic compound, 77199-09-8, name is Ethyl 5-bromopicolinate, molecular formula is C8H8BrNO2, 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.

General procedure: A mixture 2a or 2b (1 g, 1 equiv.), anappropriate pinacol boronate ester (1.2 equiv.), [1,10-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex withdichloromethane (10 mol %), cesium carbonate (2.0 equiv.), 1,4-dioxane (8 ml) and water (4 ml) was sealed in a 20 ml microwavereaction vial (Biotage). The vial was irradiated in a microwaveapparatus at 110 C, normal absorption for 30-90 min. The reactionmixture was cooled to room temperature and work up was performedas described in method 1 to obtain the esters 4b-i.

The synthetic route of 77199-09-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tung, Truong Thanh; Jakobsen, Tim Holm; Dao, Trong Tuan; Fuglsang, Anja Thoe; Givskov, Michael; Christensen, S°ren Br°gger; Nielsen, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1011 – 1020;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem