Tag: M.W:200-300

Application of 934279-60-4, Adding some certain compound to certain chemical reactions, such as: 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde,molecular formula is C7H3ClF3NO, 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 934279-60-4.

A mixture of 2-chloro-5-(trifluoromethyl)nicotinaldehyde (33.0 mg, 0.158 mmol), Example 26B (60 mg, 0.143 mmol) and zinc(II) chloride in a sodium acetate/acetic acid buffer in methanol (pH=4, 2 mL) was stirred at ambient temperature for 10 minutes. Sodium cyanoborohydride (23.53 mg, 0.374 mmol) was added and the mixture was stirred for 1 hour until complete as monitored by LC/MS. The solvent was removed and residue was dissolved in dichloromethane (10 mL) and washed with brine, dried over MgSO4, filtered, and concentrated. Purification via chromatography, eluting with ethyl acetate/methanol (10:1) in 377 heptane at a 0-40% gradient provided the intermediate 1184 (2S,3S,4S,5S)-ethyl 3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(4-fluorophenyl)-4-(((2-methoxy-5-(trifluoromethyl)pyridin-3-yl)methyl)amino)pyrrolidine-2-carboxylate, which was dissolved in methanol (1.5 mL) and 4 M aqueous LiOH (0.5 mL). The mixture was stirred at 50 C. for 3 hours and the pH was adjusted to 4-5 by adding 4 M HCl in dioxane. The resulting mixture was purified via HTP with the trifluoroacetic acid method to provide the title compound (2S,3S,4S,5S)-3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(4-fluorophenyl)-4-(((2-methoxy-5-(trifluoromethyl)pyridin-3-yl)methyl)amino)pyrrolidine-2-carboxylic acid as trifluoroacetic acid salt. (44 mg, 44.3% yield). 1H NMR (400 MHz, dimethyl sulfoxide-d6) delta ppm 8.32 (s, 1H), 7.62 (s, 2H), 7.56 (d, J=2.4 Hz, 1H), 7.08 (t, J=8.7 Hz, 2H), 5.23 (d, J=7.0 Hz, 1H), 4.47 (d, J=2.5 Hz, 1H), 3.83 (s, 3H), 3.58-3.47 (m, 4H), 2.34 (s, 1H), 2.22 (s, 1H), 1.70-1.04 (m, 10H), 0.97 (s, 9H); MS (ESI+) m/z 580.2 (M+H)+.

According to the analysis of related databases, 934279-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 676339-81-4, 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. 676339-81-4, name is 6-(4-Carboxyphenyl)nicotinic acid, molecular formula is C13H9NO4, 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.

(1) Add equimolar amounts of Co (NO3) 2.6H2O (0.145g, 0.5mmol) and H2cpn (0.12g, 0.5mmol) to 12mL dmf solvent, and then stir for 20 minutes;(2) Add the material in step 1 to a 23mL polytetrafluoroethylene reactor, maintain a constant temperature of 130 C for 72 hours under autogenous pressure, and then drop to room temperature at a rate of 5 C / h;(3) The mixture in step 2 is filtered, the crystals are collected, washed with dmf solvent and dried,Purple crystals are obtained.(4) Filter the product, collect the crystals, and dry to obtain purple crystals.According to the calculation of H2cpn, the yield was 48%

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 676339-81-4, 6-(4-Carboxyphenyl)nicotinic acid.

Reference:
Patent; Zhaoqing University; Ma Deyun; Liang Fenglan; Tan Liang; Huang Yewei; Qin Jiayan; Shen Yijun; (7 pag.)CN111057113; (2020); A;,
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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, molecular formula is C6H5BrClNO, 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. Application In Synthesis of 5-Bromo-2-chloro-4-methoxypyridine

A solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 min. Al this point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 0C for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate / hexanes to afford the product. 1H NMR (500 MHz, DMSO-^), delta 8.69 (s, IH), 7.50 (s, IH), 4.04 (s, 3H); LC/MS (M+l)+ – 168.96; tR – 2.05 min

With the rapid development of chemical substances, we look forward to future research findings about 880870-13-3.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1073159-75-7, 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. 1073159-75-7, name is N-(3-(Aminomethyl)pyridin-2-yl)-N-methylmethanesulfonamide acetate. A new synthetic method of this compound is introduced below.

Step 4. Compound C3 (100 mg, 0.24 mmol), B5 (88.5 mg, 0.264 mmol), and diethylamine (DIEA) (0.127 ml, 0.960 mmol) were dissolved in 1,2-dichloroethane (DCE):t-BuOH (1:1 vol:vol) (1.2 mL). The resultant solution was heated at 80 C. for about 20 hours, cooled to 25 C., treated with EtOAc, and washed with water. The organic phase was collected, and the aqueous phase was washed with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated to provide 1 as a sticky residue. MS+ 596.8. 1H NMR (500 MHz, d6-DMSO) delta: 9.50 (s, 1H), 8.41 (m, 1H), 8.22 (s, 1H), 7.61 (m, 2H), 7.35 (m, 3H), 6.99 (d, 2H), 4.76 (d, 2H), 4.47 (m, 1H), 3.14 (s, 3H), 3.11 (s, 3H), 1.33 (s, 9H), 1.21 (d, 3H). The product was used in the preparation of compound 2 in Example 2 below without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1073159-75-7, N-(3-(Aminomethyl)pyridin-2-yl)-N-methylmethanesulfonamide acetate, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US2009/54395; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, molecular formula is C6H6BrCl2N, molecular weight is 242.9285, as common compound, the synthetic route is as follows.Formula: C6H6BrCl2N

5-bromo-2-chloromethyl-pyridine (486mg, 2mmol) and thiomorpholine 1,1-dioxide (406mg, 3mmol) was dissolved in N, N- dimethylformamide (10ml) and then potassium carbonate (986mg, 7mmol), the reaction was stirred for 12 hours at room temperature, 100ml of water was added to the reaction mixture was cooled, (100ml * 3) and extracted with ethyl acetate, then with saturated sodium chloride solution (100ml * 2), dried the organic phase was dried over anhydrous magnesium sulfate filtered, and concentrated under reduced pressure to give 1- (5-bromo – pyridin-2-ylmethyl) – (1,1-dioxo – thiomorpholine) – piperazine (499 mg of the , white solid), yield: 81.8percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,936342-91-5, 5-Bromo-2-(chloromethyl)pyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO., LTD; An, Xiaoxia; Bie, Pingyan; Liu, Jun; Yang, Wuli; (42 pag.)CN103360407; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

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

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