Pyridine-derivatives

Electric Literature of 162102-79-6, Adding some certain compound to certain chemical reactions, such as: 162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate,molecular formula is C9H8BrNO4, 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 162102-79-6.

[60] In a sealed tube, a mixture of 1 [61] (2.74 g,10 mmol) and (R or S)-phenylglycinol (3.43 g, 25 mmol) in methanol (10 mL) was stirred at 115 C for 12 h. After cooling toroom temperature, the crude product was poured into ice water(100 mL), stirred for 15 min, filtered, washed with water(20 mL 3) and the residues was dried under vacuum. The whiteproduct was used for the next step without further purification (4.41 g, 91%). 1H NMR (400 MHz, CDCl3): d 8.60 (d, J 7.6 Hz, 2 H),8.45 (s, 2 H), 7.37-7.29 (m, 10 H), 5.26-5.22 (m, 2 H), 4.01 (d,J 4.4 Hz, 4 H), 2.21 (br, 2 H).

According to the analysis of related databases, 162102-79-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Ya-Qi; Pan, Yao; Gao, Wan-Qing; Wu, Yuan; Liu, Chun-Hua; Zhu, Yuan-Yuan; Tetrahedron; vol. 75; 28; (2019); p. 3809 – 3814;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1380331-36-1, name is Ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 1380331-36-1

b) ethyl-7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate To an argon purged solution of ethyl 7-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.76 g, 6.52 mmol) in dioxane (45 ml) are added tert-butyl carbamate (916 mg, 7.82 mmol), tris(dibenzylideneacetone)dipalladium(0) (119 mg, 130 mumol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (151 mg, 261 mumol) and cesium carbonate (2.97 g, 9.12 mmol). The resulting mixture is heated to 110 C. and stirred for 20 hours. The reaction mixture is loaded on silica and purified by flash chromatography on a 50 g silica column using heptane/ethyl acetate 30-100% as eluent affording ethyl 7-(tert-butoxycarbonylamino)-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1.07 g, 54%) as a light yellow solid. mp.: 220-2 C. MS: m/z=307.3 (M+H+).

The synthetic route of 1380331-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89466-16-0, Adding some certain compound to certain chemical reactions, such as: 89466-16-0, name is 6-Bromo-3-methylpyridin-2-amine,molecular formula is C6H7BrN2, 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 89466-16-0.

To a solution of scheme 8-38 compound S1 (1 g, 3.89 mmol) and 6-bromo-3-methylpyridin-2-amine (870 mg, 4.67 mmol) in DCE (10 ml) was added DIPEA (2.56 mL, 15.56 mmol) and EEDQ (1.92 g, 7.78 mmol). The reaction was stirred at 90 oC overnight. The solvent was removed under vacuum. The residue was purified by column chromatography on silica gel (petroleum ether: ethyl acetate =2: 1) to afford scheme 8-38 compound S2 (710 mg, 43.0% yield) as a white solid. LC/MS (ESI) m/z: 426 (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. 89466-16-0, 6-Bromo-3-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100704-10-7, 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 100704-10-7, name is (2-Chloropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

SOCI2 (4.2 g, 35.5 mol) was added dropwise to a suspension of the alcohol (5 g, 34.8 mmol) in CH2CI2 (50 mL) at -5 0C with stirring, The mixture was stirred at room temperature overnight, then quenched with water (100 mL), and extracted with CH2CI2 (3 x 100 mL). The organic layers were combined, washed with brine (200 mL), dried over anhydrous Na2SO4, filtered and concentrated to dryness. The crude material was further purified by silica gel chromatography (EtOAc/Hexane=1 /5) and afforded the title compound (5.5 g, near quantitative yield) as an oil.

According to the analysis of related databases, 100704-10-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; WALKER, David Winter; WO2010/7374; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58757-38-3, 6-Chloronicotinoyl chloride, 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, HPLC of Formula: C6H3Cl2NO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3Cl2NO

Example 23 6-([3-(Cyclopropylmethyl)-2,3,4,5-tetrahydro-1 H-3-benzazepin-7-yl]oxy}-N-methyl-3- pyridinecarboxamide (E23) Step 1: 6-Chloro-N-methyl-3-pyridinecarboxamide; 2M Methylamine in tetrahydrofuran (100 ml, 200 mol) was cooled to 0C and 6- chloronicotinoyl chloride (10.6g, 60 mmol) dissolved in dichloromethane (30 ml) was added dropwise. The solution was stirred to room temperature overnight and concentrated in vacuo. The residue was partitioned between dichloromethane and water, the aqueous phase was extracted with dichloromethane (x3). The combined extracts were washed with water, saturated brine and dried over anhydrous magnesium sulphate. The filtrate was concentrated to a crude solid that was used without further purification. (ES+) m/e 171 [M+H]+.

The synthetic route of 58757-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/97778; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1462-86-8, Adding some certain compound to certain chemical reactions, such as: 1462-86-8, name is 3-Aminopicolinic acid,molecular formula is C6H6N2O2, 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 1462-86-8.

General procedure: In a vial, 0.088 mmol (1.2 equiv) of the 3-aminopicolinic acid were added and dissolved in 0.5 mL mixture of DCM:DIEA (9:1), then 41 mg (0.110 mmol, 1.5 equiv) of HATU were added. The mixture was stirred for 10 min, and 20 mg (0.073 mmol, 1.0 equiv) N-(4-aminophenyl)phthalimide dissolved in 0.5 mL of DCM:DIEA (9:1), followed by 3 drops of DMF. The reaction was stirred for 24 h at room temperature. After this time, the reaction was quenched with the addition of water, and was worked up by extraction with DCM (2 mL, thrice). The organic phased was filtered through a phase separator, volatiles were evaporated, the crude was dissolved in DMSO and purified by preparative HPLC.

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. 1462-86-8, 3-Aminopicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gogliotti, Rocco D.; Engers, Darren W.; Garcia-Barrantes, Pedro M.; Panarese, Joseph D.; Gentry, Patrick R.; Blobaum, Anna L.; Morrison, Ryan D.; Daniels, J. Scott; Thompson, Analisa D.; Jones, Carrie K.; Conn, P. Jeffrey; Niswender, Colleen M.; Lindsley, Craig W.; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 12; (2016); p. 2915 – 2919;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6602-32-0 , The common heterocyclic compound, 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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 2-bromo-3-hydroxypyridine (50 g, 287.356 mmol) in THF at 0 C was added i-BuO-K (51.49 g, 459.7 mmol) portion wise. After stirring the reaction mixture for 15 mins, methoxymethyl chloride (34.473 mL, 459.77 mmol) was added to it at 0 C and the resulting reaction mixture was stirred for 12 h. at 25 C. Reaction mixture was diluted with water and extracted with ethyl acetate (4 x 500 mL). Organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford rude mass which was purified by column chromatography using silica gel (100-200 mesh) and 10% EtOAc-hexane as eluent to afford 2-bromo-3-methoxymethoxy-pyridine (45 g) as pale brown liquid. 1H-NMR (400 MHz, DMSO-d6): delta 8.03 (dd, ‘ = 4.5 Hz, J” = 1.3 Hz, 1H), 7.60 (dd, J’ = 8.1 Hz, J” = 1.1 Hz, 1H), 7.40 (dd, J’ = 8.2 Hz, J” = 4.5 Hz, 1H), 5.35 (s, 2H), 3.41 (s, 3H).

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURADEV PHARMA PVT. LTD.; MIDDYA, Sandip; YADAV, Dharmendra B; SHRIVASTAVA, Ritesh; RAINA, Sushil; BANERJEE, Monali; SURYA, Arjun; (74 pag.)WO2016/27241; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55676-22-7, 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. 55676-22-7, name is 3-Acetyl-6-chloropyridine. A new synthetic method of this compound is introduced below.

2 g (11.57 mmol) of 1-(6-chloropyrid-3-yl)ethanone and 70 mL of ammonium hydroxide are placed in a Parr reactor. The solution is heated at 130 C. overnight. The mixture obtained is evaporated to dryness, and the residue is taken up in ethyl acetate and washed with water and with saturated NaCl solution. The organic phase is dried over sodium sulfate and evaporated to dryness to give 1.14 g of 1-(6-aminopyrid-3-yl)ethanone, the characteristics of which are as follows: LC/MS (method G): ESI+ [M+H]+: m/z 137 tr (min)=0.35 1H NMR (300 MHz, delta in ppm, CDCl3): 2.41 (s, 3H), 6.45 (d, 1H), 6.88 (s, 2H), 7.86 (d, 1H), 8.58 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55676-22-7, 3-Acetyl-6-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; El-Ahmad, Youssef; Filoche-Romme, Bruno; Ganzhorm, Axel; Marciniak, Gilbert; Muzet, Nicolas; Ronan, Baptiste; Vivet, Bertrand; Zerr, Veronique; US2015/183804; (2015); A1;,
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 884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5BrFNO

To a solution of 18.0 g (87.4 mmol) of 3-bromo-5-fluoro-2-methoxypyridine in 63 mL of anhydrous THF was added 67.0 mL (87.1 mmol, 1 .3 M in THF) of i-PrMgCI LiCI slowly at 0 C. The mixture was stirred at rt under Ar atmosphere for 4 h.To a stirred solution of 12.6 g (43.6 mmol) of compound 17-1 in 10 mL of DCM was added 130 mL of the above Grignard reagent (-0.4 M in THF) at -78 C. The mixture was stirred at rt under Ar atmosphere overnight, then quenched by addition of 200 mL of saturated NH4CI at 0 C. The organic phase was separated, dried over anhydrous Na2S04. After filtration, the filtrate was concentrated to afford a residue, which was purified by Ci8column eluting with 0 to 30 % gradient of ACN in H20 (0.5 % NH4HCO3) to afford compound 17-2. LC-MS: m/e = 417 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 884494-81-9.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65001-21-0, 5-Bromopyridine-3-sulfonyl chloride, 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, 65001-21-0, blongs to pyridine-derivatives compound. Safety of 5-Bromopyridine-3-sulfonyl chloride

Crude 5 -bromopyridine-3-sulfonyl chloride from step 1 above was dissolved in THF (14 L, 8 vol) and then transferred to a 20 L RB flask equipped with mechanical stirrer under inert atmosphere. The solution was cooled to 0-5C and tert- butyl amine (1.95 Kg, 26.66 moles) was added at 0-5C. Upon completion of addition, the reaction mixture was warmed to ambient temperature where it stirred for 2 h. At the conclusion of this period, the reaction progress was monitored by HPLC, which indicated that the reaction was complete. The solvent was evaporated under vacuum to give a thick residue. The residue was dissolved in ethyl acetate (18 L, 12 vol). The organic layer was separated, washed with water (9 L, 5 vol) and then concentrated under vacuum to yield a residue. Hexanes (9 L, 5 vol) were added to the residue and the product precipitated out and was collected by filtration to yield a free flowing yellow solid (1.5 Kg, 54.28% overall yield). ¾ NMR (DMSO-D6, 400 MHz, delta ppm); 8.99 (d, J = 2Hz, 1H), 8.81 (d, J= 2 Hz, 1H), 8.29 (t, J= 2Hz, 1H). [M++l] = 293.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65001-21-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem