Category: pyridine-derivatives

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. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, 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. Recommanded Product: 98400-69-2

Preparation 55 : 4-[N-(tert-Butyloxycarbonyl)amino]-3-pyridine-carboxaldehyde; The title compound was synthesized via a known method from 4-[N-(tert- butyloxycarbonyl)amino]pyridine (M.C. Venuti et al., J. Med. Chem., 1988, 31, 2136-2145. delta? (CDCl3): 1.55 (9H, s), 8.34 (IH, d), 8.59 (IH, d), 8.76 (IH, s), 9.98 (IH, s), 10.43 (IH, br s); m/z (ES+) = 223.01 [M+H]+; RT = 3.01 min.

With the rapid development of chemical substances, we look forward to future research findings about 98400-69-2.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 21717-96-4, 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. 21717-96-4, name is 2-Amino-5-fluoropyridine, molecular formula is C5H5FN2, 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.

To a solution of 2-amino-5-fluoropyridine (10 g) in ethanol (200 mL), a solution of chloroacetaldehyde 50% in water (56 mL, 4.0 equiv.) was added. The reaction mixture was heated at reflux 2 Hrs, then was concentrated under reduced pressure to 100 mL. The residue was diluted in AcOEt (100 mL) and washed with a saturated aqueous solution of NaHCO3 (2* 150 mL). The combined aqueous were saturated with NaHCO3 and extracted back with AcOEt (2*100 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4 and concentrated under reduced pressure. Purification by flash-chromatography (MeOH 2.5% in CH2Cl2) afforded the product as a cream solid (8.7 g, 72%). M/Z (M+H)+ = 137.

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 21717-96-4, 2-Amino-5-fluoropyridine.

Reference:
Patent; Domain Therapeutics; EP2210891; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-chloro-pyridin-4-ylamine (0.642 g, 5 mmol), Zn (CN) 2 (0.323 g, 2.75 mmol) and Pd (PPh3) 4 (0.288 g, 0.025 mmol) in 5 mL of DMF was heated at 145 C for 20 hours. After the reaction mixture cooled to room temperature, it was partitioned between ethyl acetate and H2O. The aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried (MGS04), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 9: 1 HEXANES/ETHYL acetate to provide 0.29 g (20%) of the desired product. MS (DCI) m/e 120 (M+H) + ; IH NMR (300 MHz, DMSO-D6) 8 8.08 (d, J=5.76 Hz, 1H), 6.94 (d, J=2.34 Hz, 1H), 6.68 (dd, J=5. 76,2. 37 Hz, 1H), 6.59 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1166828-13-2 ,Some common heterocyclic compound, 1166828-13-2, molecular formula is C7H6ClNO2, 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.

6-chloro-5-methyl-pyridine-2-carboxylic acid (0.85 g, 4.97 mmol) and sodium sulfite (CAN 7757-83-7, 1.5 g, 11.9 mmol) were added to water (3 mL) and ethanol (3 mL). The mixture was heated to 180C for 4 h in a sealed tube. After that the mixture was cooled to room temperature and a solid precipitated that was removed by filtration. The filtrate was concentrated and added to water (20 mL). The aqueous phase was washed with ethyl acetate (2 x 20 mL). Subsequently the aqueous phase was adjusted to pH = 2 with 2 N hydrochloric acid. Water was removed in vacuo to give the product as solid (1.2 g); MS (EI): m/e = 218.0 [M+H]+.

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. 1166828-13-2, 6-Chloro-5-methylpyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; GRETHER, Uwe; HEBEISEN, Paul; KIMBARA, Atsushi; LIU, Qingping; NETTEKOVEN, Matthias; PRUNOTTO, Marco; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; ULLMER, Christoph; WANG, Zhiwei; YANG, Wulun; WO2012/168350; (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. 1053655-66-5, name is 7-Bromo-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 7-Bromo-[1,2,4]triazolo[1,5-a]pyridine

To the solution of compound 6-bromo-[l,2,4]triazolo[l,5-a]pyridine (0.2 g, 1 mmol), trimethyl borate (0.12g , 1.2 mmol) in toluene and THF (50 mL,V/V=4:l) was added /-BuLi (1.2 mL, 1.2 mmol, 1.0 M in hexane) at -780C. The reaction mixture was stirred for 1 h at -780C, then the reaction mixture was warmed to -150C and quenched with 2 N HCl (1 mL, 2 mol). The mixture was concentrated. Purification by chromatography (MeOH: DCM = 1 : 10) afforded [l,2,4]triazolo[l,5-a]pyridin-6-ylboronic acid (O. lOg, 55%) as light yellow solid. MS (m/z) (Mf+H): 164.

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, 1053655-66-5, 7-Bromo-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; PROGENICS PHARMACEUTICALS, INC.; WO2009/155527; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67443-38-3, 5-Bromo-2-chloro-3-nitropyridine, 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, 67443-38-3, blongs to pyridine-derivatives compound. HPLC of Formula: C5H2BrClN2O2

63a (3 g, 1.0 eq) is dissolved in THF (13 mL), and then cooled to 0 C. Methylamine solution (2M in THF, 20.8 mL, 3.3 eq), is slowly added to the reaction mixture (exothermic). The reaction mixture is stirred for 30 min at 0 C. and diluted with EtOAc. Organic layer is washed with sat aq sodium bicarbonate. The aqueous layer is re-extracted with EtOAc (2×). The organic phase is washed with brine, dried with MgSO4, filtered and concentrated under reduced pressure to obtain 63b which dried under high vacuum for 16 h (2.95 g, quantative yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67443-38-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/261714; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1231930-25-8 , The common heterocyclic compound, 1231930-25-8, name is 1-((6-Bromopyridin-3-yl)methyl)-4-ethylpiperazine, molecular formula is C12H18BrN3, 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 5-(2-aminopyrimidin-4-yl)-N-cyclopentyl-4-rnethylthiazol-2-amine (275 mg, 1.00 rnmol) in dioxane (3 mL) were added i-((6-bromopyridin-3-yl)methyl)-4-ethylpiperazine (341 mg,1.2 rnrnol), Pd2dba3 (45.8 mg, 0.05 rnrnol), xantphose (58 mg, 0.1 rnrnol) and t- BuONa (144 mg, 1.5 mmol) and heated under microwave irradiation at 150 C for 1 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by chromatography (silica gel, DCM ramping to DCM:MeOH:NH4OH = 9: 1:0.3) and recrystallised with DCM and MeOH to give 83 as a white solid (200 mg, 42%). 1H NMR (CDC13) 1.09 (t, 3H, .17.0), 1.58 – 1.76 (m, 6H), 2.08 – 2.14 (in, 2H), 2.43 (q, 2H,J7.0, CH2CH3), 2.55 (s br, I IH), 3.48 (s, 2H), 3.86-3.92 (in, 1H), 5.42 (d, 2H,,J7.0), 6.90(d, IH,,15.5), 7.68 (dd, lH,,19.() & 2.5), 7.89 (s, 1H), 8.19 (d, 1H,J2.0), 8.35-8.38 (in, 2H). HRMS (ES1): m/z 479.2703M+H] calcd. for C75H35N8S [M+HV 47c.2700. Anal. RP-HPLC Method A: 1R 9.89 mm, purity> 96%; Method B: ?R 8.66 mm, purity> 96%.

The synthetic route of 1231930-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF SOUTH AUSTRALIA; WANG, Shudong; ZELEKE, Solomon Tadesse; YU, Mingfeng; (90 pag.)WO2017/20065; (2017); A1;,
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. 33252-64-1, name is 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one, molecular formula is C6H3F3N2O3, 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. Recommanded Product: 33252-64-1

(2) 52g of compound 2 was added to 150ml of phosphorus oxychloride,With stirring slowly add 21g of quinoline,Control feeding speed,So that the internal temperature does not exceed 50 degrees,At the same time compound 2 slowly dissolved,Argon gas protection system, oil bath heating,Set the external temperature 120 degrees,20-30 minutes after the system began to reflow,Maintain the system slightly boiled for 1.5 hours.TLC showed the reaction of raw materials is completed, stop heating,The system was concentrated under reduced pressure to remove phosphorus oxychloride, then dissolved in EA (400 ml) and the quinoline was removed by washing with 2N HCl (200 ml * 2)The mixture was washed with saturated sodium bicarbonate solution to neutrality and the organic phase was dried to give compound 3.TLC information: Raw material Rf = 0.1,Product Rf = 0.7. Developing agent: PE / EA / = 15/1.Measured product 50 grams, brown oil, yield 88%

With the rapid development of chemical substances, we look forward to future research findings about 33252-64-1.

Reference:
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Li Changyong; Xu Yangjun; (8 pag.)CN105111209; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13603-44-6, Adding some certain compound to certain chemical reactions, such as: 13603-44-6, name is 2,6-Dimethylpyridin-4-ol,molecular formula is C7H9NO, 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 13603-44-6.

Example 121: 2-(4-chloro-3-fluorophenoxy)-A^-(3-{2-[(2,6-dimethylpyridin-4- yl)oxy]acetamido}bicyclo[l.l.l]pentan-l-yl)acetamide (Compound 220) A mixture of Example 28A (65.0 mg, 0.180 mmol), 2,6-dimethylpyridin-4-ol (33.2 mg, 0.270 mmol), potassium carbonate (49.7 mg, 0.360 mmol), and potassium iodide (2.091 mg, 0.013 mmol) in acetone (2.5 mL) was heated at 140 C in a Biotage Initiator microwave reactor for 40 minutes. The reaction mixture was concentrated. The residue was treated with brine and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by HPLC (see protocol in Example 112D) to provide the title compound as a trifluoroacetic acid salt (53.2 mg, 53%). XH NMR (400 MHz, DMSO-c) delta ppm 8.88 (s, 1H), 8.72 (s, 1H), 7.47 (t, J = 8.9 Hz, 1H), 7.26 (s, 2H), 7.05 (dd, J = 11.4, 2.9 Hz, 1H), 6.83 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 4.79 (s, 2H), 4.46 (s, 2H), 2.57 (s, 6H), 2.25 (s, 6H). MS (ESI+) m/z 448.1 (M+H)+.

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. 13603-44-6, 2,6-Dimethylpyridin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farath; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (445 pag.)WO2017/193034; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211540-74-7, 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.1211540-74-7, name is Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate, molecular formula is C9H9BrN2O4, molecular weight is 289.08, as common compound, the synthetic route is as follows.

To a solution of Intermediate 88 (10.0 g, 34.6 mmol) in acetic acid (200 mL) wasadded iron (9 .51 g, 173 mmol). The reaction mixture was stirred at 60C for 4 h, then10 diluted with EtOAc (200 mL ), stirred for 15 minutes, filtered through a pad of Celite, andwashed with EtOAc (3 x 200 mL). The organic layer was separated, dried overanhydrous NazS04 and concentrated in vacuo. The crude residue was dissolved in 5%MeOH in EtOAc (30 mL) and adsorbed onto Fluorosil. The resulting slurry was filteredthrough a Celite pad and washed with 5% MeOH in EtOAc (3 x 200 mL). The organic15 layer was dried over anhydrous NazS04 and concentrated in vacuo, to afford the titlecompound (5.00 g, 68%) as a brown solid. DH (400 MHz, DMSO-d6) 3.57 (s, 2H), 7.30(s, IH), 8.17 (s, IH), 10.67 (br s, IH). HPLC-MS (method 6): MH+ m/z 213.0, RT 1.31minutes.

Statistics shows that 1211540-74-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; DEBOVES, Herve Jean Claude; FOLEY, Anne Marie; FOULKES, Gregory; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; QUINCEY, Joanna Rachel; SCHULZE, Monika-Sarah Elisabeth Dorothea; SELBY, Matthew Duncan; SMALLEY, Adam Peter; TAYLOR, Richard David; TOWNSEND, Robert James; ZHU, Zhaoning; (278 pag.)WO2018/229079; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem