Pyridine-derivatives

Electric Literature of 1013648-04-8, Adding some certain compound to certain chemical reactions, such as: 1013648-04-8, name is Methyl 2,6-dichloro-4-methylnicotinate,molecular formula is C8H7Cl2NO2, 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 1013648-04-8.

a) Synthesis of 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylesterTo a solution of 5.3 g (24.1 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester in CCI4 (92 ml) were added 3.1 g (26.5 mmol) N-Bromosuccinimide, 395 mg (2.4 mmol) AIBN and 1.45 ml (25.3 mmol) acetic acid. The mixture was irradiated with a 200W Wolfram lamp at 60 C for 24 h. Subsequently the mixture was filtered through celite and the filtrate was concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 97:3) provided 5.2 g of a mixture of 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester and 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylester which was used in subsequent reactions without further purification.

According to the analysis of related databases, 1013648-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (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. 7579-20-6, name is 3-Aminoisonicotinic acid. A new synthetic method of this compound is introduced below., name: 3-Aminoisonicotinic acid

3- Aminoisonicotinic acid (1 g, 7.24 mmol) was carefully added in 3 aliquots to a slurry of UAIH4 (0.99 g, 26.1 mmol) in dry tetrahydrofuran (40 ml). The resulting mixture was stirred at 15°C overnight. After cooling in an ice bath, the reaction mixture was quenched with careful addition of water (1 ml) dropwise, followed by 15percent aqueous NaOH (1 ml), and then water (3 ml). The resulting solid was filtered, and washed several times with tetrahydrofuran. The filtrate was concentrated to give oil, which was purified by flash chromatography on silica gel using 5percent CH3OH Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56809-84-8, 3,4-Dichloro-5-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, 56809-84-8, blongs to pyridine-derivatives compound. Formula: C5H2Cl2N2O2

To a solution of intermediate 18-b (25 g 125.94 mmol) in ethanol (250 mL) was added cyclopropylamine (11.10 g, 194.31 mmol). The solution was warmed to 80C for 1 hour. The solvent was evaporated and water was added. The resulting mixture was extracted with dichloromethane (3×50 mL). The organic layer was washed with brine, dried with MgSC^ and concentrated. The intermediate 18-c was obtained (26 g, 94%>).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56809-84-8, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; VENDEVILLE, Sandrine Marie Helene; HU, Lili; WO2013/186335; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 60290-21-3, 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. 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine, molecular formula is C7H5ClN2, 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.

Intermediate 13-Bromo-4-chloro-lH-pyrrolo[3No.2-c]pyridine; [00124] To a solution of the amine (2.18 g, 14.2 mmol) in THF (60 mL) was added Mntheta2 (7 g, 80.5 mmol) and the mixture was heated to reflux. After 5 h, a further portion of MnO2 (3 g, 34.5 mmol) was added and stirring continued overnight. The reaction was filtered through Celite and concentrated to give a white solid (1.95 g, 91%) .[00125] The indole (1.48 g, 9.72 mmol) was dissolved in CH2C12 (50 mL) and cooled to 0 aC under nitrogen. N- Bromosuccinimide (1.82 g, 10.2 mmol) was added and after 30 min the ice-bath was removed and stirring continued for a further 30 min. The desired bromide (1.53 g, 68%) was filtered off and dried on high vacuum. MS (ES+) m/e = 231. IH NMR (DMSO) 7.48 (IH, d) , 7.80 (IH, s), 8.00 (lH, d) .

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 60290-21-3, 4-Chloro-1H-pyrrolo[3,2-c]pyridine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/95223; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131747-63-2 ,Some common heterocyclic compound, 131747-63-2, molecular formula is C6H4BrNO, 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.

A solution of 4-bromopyridine-2-carboxaldehyde (10 g), trimethyl orthoformate (23.3 mL) and PTSA (1.51 g) in Me OH (261 mL) was stirred at reflux for 1 day. Sat. aq. NaHC03 and EA were added, the layers were separated and the aq. layer was twice extracted with EA, dried over MgSOzt, filtered and concentrated under reduced pressure. The crude product was purified by filtration over 200 mL silicagel using Hept/EA 1/1 as solvent. The title compound was obtained as a colourless liquid (11.5 g; 95% yield). MS I (ESI, m/z): 231.99 [M+H+]; tR = 0.63 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-63-2, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CREN, Sylvaine; RUEEDI, Georg; ZUMBRUNN, Cornelia; (60 pag.)WO2017/179002; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 145325-40-2, 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.145325-40-2, name is Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate, molecular formula is C9H6BrNO2S, molecular weight is 272.12, as common compound, the synthetic route is as follows.

Step 3. Methyl thienor2,3-c]pyridine-2-carboxylate. Methyl 4-bromothieno[2,3- c]pyridine-2-carboxylate (115 g, 423 mmol), triethylamine (42.7 g, 423 mmol), THF (1.5 L), and MeOH (500 mL) were mixed and degassed. Under nitrogen, palladium on carbon (10%, 14.7 g, 13.9 mmol) was added. The mixture was hydrogenated with a Parr apparatus at 45 psi H2 for 3 days. The catalyst was filtered off and the filtrate was concentrated to give the desired compound as a white solid (65 g, 80%).

Statistics shows that 145325-40-2 is playing an increasingly important role. we look forward to future research findings about Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; BUCKMELTER, Alexandre, J.; CLODFELTER, Karl, H.; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; REYNOLDS, Dominic, J.; SMITH, Chase, C.; WANG, Zhongguo; ZAK, Mark; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/130943; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1122-62-9, Adding some certain compound to certain chemical reactions, such as: 1122-62-9, name is 1-(Pyridin-2-yl)ethanone,molecular formula is C7H7NO, 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 1122-62-9.

A solution of crude acid 10 in CH2C12 (5 ML) was treated with DDQ in small portions until TLC analysis revealed no starting material left. The mixture was concentrated to afford A solid residue containing azaindole 11. The residue was dissolved in a 5% solution of HC1 in MeOH (5 mL), and stirred at R. t. After 1.5 h the mixture was concentrated and diluted with CHC13 and saturated brine. The mixture was basified with 50% NAOH solution to pH 11. The organic layer was discarded. The aqueous layer was neutralized with 6 M HCl and extracted with AcOEt (4x). The combined organic extracts were dried (MGS04), filtered and concentrated. The residue was purified by PTLC using CH2Cl2 : MeOH=9 : 1 as eluent to afford acid 12 (3. 19 mg, 3% over 3 steps). 1H NMR (400 MHz; CD3OD) S 6. 58 (D, I = 3.5 Hz, 1H), 7.42 (D, J = 3.5 HZ, 1H), 8. 58 (D, J = 2. 0 Hz, 1H), 8. 85 (d, J = 1.7 Hz, 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. 1122-62-9, 1-(Pyridin-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78757; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74115-13-2, 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. 74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, 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.

Preparation of intermediate 3-(benzyloxy)-5-bromopyridine (LV) is depicted below in Scheme 11. Step 1 (0839) To a solution of 5-bromopyridin-3-ol (L) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90 C. for 1 hour and then cooled to 25 C. The (bromomethyl)benzene (LIV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25 C. overnight. The reaction was worked-up using a saturated sodium bicarbonate and ethyl acetate extraction. The product was purified by ISCO column eluted with 40-100% EtOAc-Hexanes. The 3-(benzyloxy)-5-bromopyridine (LV) (105 mg, 0.398 mmol, 39.8% yield) was obtained as yellow oil. MS: 266.1. ESIMS found for C12H10BrNO m/z 266.1 (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 74115-13-2, 5-Bromo-3-pyridinol.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68551; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 24484-93-3, 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. 24484-93-3, name is Methyl 4-chloropicolinate. A new synthetic method of this compound is introduced below.

[0136] Into a three-necked bottom flask with tetrahydrofuran (250 mL), methyl 4-chloro-2-picolinate (50 g, 291 mmol, 1 eq) was added. N-(methyl-d3)amine hydrochloride (31 g, 437 mmol, 1.5 eq), anhydrous potassium carbonate (80 g, 583 mmol, 2 eq) were added with stirring. After the mixture was stirred at room temperature for 20 h, water (250 mL) and methyl tert-butyl ether (150 mL) were added. The mixture was stirred and separated to obtain the organic phase. The aqueous layer was extracted with methyl tert-butyl ether (100 mL). The organic phases were combined, dried over anhydrous sodium sulfate and filtered. The solvent in the filtrate was removed under reduced pressure to give the title compound (48 g, purity 99%, yield 96%) as a light yellow oily liquid. [0137] 1H NMR (DMSO-d6, 400 MHz): delta7.64 (dd, J=2 Hz, 5.2 Hz, 1H), 7.97 (d, J=1.6 Hz, 1H), 8.54 (d, J=5.2 Hz, 1H), 8.74 (br, 1H). [0138] MS (ESI, m/z) calcd. for C7H4D3ClN2O: 173, found: 174 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24484-93-3, its application will become more common.

Reference:
Patent; SUZHOU ZELGEN BIOPHARMACEUTICAL CO., LTD; Feng, Weidong; Gao, Xiaoyong; Dai, Xiaojun; US2013/60043; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5470-70-2, 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 5470-70-2 as follows.

NBS (13.0 g, 0.0728 mol) and BPO (1.6 g, 0.0066 mol) were added to a solution of methyl 6-methylnicotinate (10 g, 0.0662 moles) in CCl4 (100 ml) at room temperature TheThe reaction mixture was heated to 75 & lt; 0 & gt; C and stirred for 12 hours. After cooling, water (80 ml) was added,And extracted with ethyl acetate (200 ml x 2). The organic layer was sequentially saturated with sodium thiosulfate (80 ml)Aqueous solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column (eluent: petroleum ether / ethyl acetate = 20/1) to give methyl 6- (bromomethyl) nicotinate (5.2 g, yield 34%) as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-70-2, its application will become more common.

Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; DING, ZHAO ZHONG; WU, HAO; SUN, FEI; WU, LI FANG; YANG, LING; (97 pag.)TWI558709; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem