Tag: M.W:200-300

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 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3F3INO

A mixture of 5-iodo-3-(trifluoromethyl)pyridin-2-ol (53 g, 0.18 mmol) and POCl3 (67 mL, 0.73 mmol) in DMF (50 mL) was heated to 110C for 4h. The reaction mixture was cooled to room temperature and then slowly poured into an ice/water bath. The brown solid was filtered and washed with water. It was then dissolved in DCM, washed with an aqueous saturated solution of sodium thiosulfate (2x), dried over sodium sulfate, and concentrated to dryness to afford 47 g of 2-chloro-5-iodo-3-(trifluoromethyl)pyridine as a pale yellow solid. lK NMR (300 MHz, DMSO-d6) delta 8.79 (d, 1H), 8.29 (d, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 887707-23-5.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde. A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrNO2

To a stirred suspension of 5-bromo-6- methoxypicolinaldehyde (1.9 g, 8.6 mmol) in EtOH/water (22 mL, 10/1) hydroxylamine hydrochloride (1.2 g, 17.2 mmol) and sodium acetate (2.1 g, 25.8 mmol) were added. The mixture was stirred at room temperature for 1 hour, concentrated in vacuo, water (40 mL) was added and it was stirred for 1 hour. The solids were filtered off and washed with water to afford 5-bromo-6-methoxypicolinaldehyde oxime (1.8 g, 92%) as a beige solid. ?H NMR (CDC13, 300 MHz) 8.08 (s, 1H), 7.80 (d, I = 7.9 Hz, 1H), 7.54 (s, 1H), 7.21 (d, I = 7.9 Hz, 1H), 4.03 (s, 3H).

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, 1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, 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. 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below.

To 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol)Anhydrous 1,4-dioxane (20 mL)Pd2(dba)3 (0.36g, 0.40mmol) was added to the suspension.BINAP (0.49g, 0.79mmol),Benzophenone imine (1.45g, 8.02mmol)And t-BuONa (0.77 g, 8.01 mmol).The reaction mixture was degassed and filled with nitrogen several times.Heat again to 105 C and stir overnight.After the reaction was completed, it was concentrated under reduced pressure.The residue was purified with EtOAc EtOAc EtOAc (EtOAc)The title compound was obtained as a brown liquid (0.34 g, yield 27%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 942473-59-8, 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.942473-59-8, name is 2,5-Dibromoisonicotinic acid, molecular formula is C6H3Br2NO2, molecular weight is 280.9, as common compound, the synthetic route is as follows.

A 20-L 4-necked round-bottom flask purged and maintained under a N2 atmosphere was charged with 2,5-dibromoisonicotinic acid (1.030 Kg, 3.67 mol, 1.00 equiv), TEA (484 g, 4.78 mol, 1.30 equiv), tert-butanol (10 L) followed by the addition of DPPA (1215 g, 4.41 mol, 1.20 equiv). The resulting solution was stirred overnight at 80 C. This reaction was repeated for 5 times. The resulting mixture was concentrated in vacuo, diluted with 20 L of water and extracted with 3×15 L of EtOAc. The organic layers were combined, washed with 2×15 L of brine, dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by SiO2 chromatography eluting with an EtOAc/petroleum ether gradient (1:30 to 1:15) to afford 3.2 Kg (41%) of tert-butyl 2,5-dibromopyridine-4-ylcarbamate (A-3) as a white solid

Statistics shows that 942473-59-8 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromoisonicotinic acid.

Reference:
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 947249-27-6 ,Some common heterocyclic compound, 947249-27-6, molecular formula is C6H4BrF2NO, 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 steel bomb were charged with 2-methoxyethanol (20 ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95 g, 8.7 mmol), conc. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g, 1.7 mmol). The reaction mixture was heated at 100 C. for 23 h, then cooled to 0 C., and partitioned between mixture of EtOAc/aq. 3 N NaOH/H2O (40 ml/10 ml/30 ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml), dried (Na2SO4), and concentrated to produce 1.12 g of 3-(difluoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR=0.31 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,947249-27-6, its application will become more common.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); 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. 184368-74-9, name is 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate. A new synthetic method of this compound is introduced below., Recommanded Product: 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Compound 49-a (0.15 g, 0.63 mmol) was dissolved in tetrahydrofuran (3 mL), 1N aqueous lithium hydroxide solution (3 mL) was added, and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, a 2N aqueous solution of hydrogen chloride was added to the solution so that the pH became 2 or less and the solution was extracted with methylene chloride. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate, and concentrated to give the title compound 49-b (0.13 g, 92%) as a white solid.

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, 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate.

Reference:
Patent; Rego Kem Bio Between Eonseu Co., Ltd.; Lee Dae-yeon; Chae Sang-eun; Jeong Eun-mi; Yang Eun-hye; Choi Yun-jeong; Jeong Cheol-ung; Shin Ju-hyeon; Kim Yun-gi; Kwon Hyeon-jin; Ryu Jeong-hui; Ban Eun-hye; Kim Yong-ju; Oh Yeong-su; Chae Je-uk; (140 pag.)KR101798840; (2017); B1;,
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. 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 866546-09-0

Into a 1000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 3-bromo-5-chloro-1H-pyrrolo[2,3-b]- pyridine (87.5 g, 378.79 mmol, 1.00 equiv) in N,N-(nmemylformamide (600 mL). This was followed by the addition of sodium hydride (18.3 g, 457.50 mmol, 1.20 equiv, 60%) in several batches at 0C over 20 min. The reaction mixture was stirred for 30 min at 0C, then added 4- methylbenzene-l-sulfonyl chloride (72.5 g, 379.58 mmol, 1.05 equiv) in several batches at 0C over 30 min. The resulting solution was stirred for 1 h at 25C, then quenched by the addition of 1200 mL of ice water. The solid was collected by filtration, then washed with 3×800 ml of water and dried in an oven under reduced pressure. This resulted in 122.2 g (84%) of 3-bromo-5- chloro-l-tosyl-lH-pyrrolo[2,3-b]pyridme as a yellow solid.

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, 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua; WO2011/137022; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89364-04-5, 3-Bromo-4-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, Product Details of 89364-04-5, blongs to pyridine-derivatives compound. Product Details of 89364-04-5

To a well stirred solution of 3-bromo-4-nitro pyridine (12.Og, 54.794 mmol) in methanol (120 mL) was bubbled dry hydrochloride gas at about 0-50C for about 1-2-hours. The reaction mixture was then stirred at ambient temperature for about 6-8 hours. The solvent was evaporated under reduced pressure, the residue obtained was diluted with 20% aqueous solution of sodium hydroxide (100 mL) and extracted with dichloromethane (3 x 100 mL). The combined organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give 3-bromo-4-chloro-pyridine-N- oxide as an off-white crystalline solid. Yield: >97%, m.p.: 147-1490C.IR (KBr):- 3436, 3078, 3054, 1449, 1414, 1274, 1243, 1150, 1042, 900, 670 cm’1. 1H NMR (300 MHz, DMSOd6): d 7.71 (d, IH, J= 6.6 Hz), 8.24 (d, IH, J= 5.1 Hz), 8.75 (s, IH).

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS, S.A.; WO2008/142542; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109613-97-0, 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 109613-97-0 as follows.

To an ice-cold solution of 2-bromo-4-methoxypyridin-3-amine (Intermediate 38), (2.74 g) in pyridine (102 mL) was added ethyl chloroformate (1.91 mL) dropwise and then stirred at rt for 45 min. The reaction mixture was cooled in an ice-bath and more ethyl chloroformate (9 mL) added and the mixture left to stir overnight at rt. The reaction mixture was diluted with EtOAc and washed with sat. aq. NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over MgSO4, filtered and evaporated under vacuum to give a solid. Product was observed in the aqueous layer by LC-MS, so this was re-extracted with EtOAc (3*) and evaporated under vacuum to give a solid which was combined with the previous solid, dissolved in DCM and purified by column chromatography (normal phase, 50 g, Biotage SNAP cartridge KP-Sil, 50 mL/min, gradient 10-70% EtOAc in n-hexane) to give the desired product (2.35 g). LCMS: m/z 275.43 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.32 (t, J=7.1 Hz, 3H) 3.93 (s, 3H) 4.24 (q, J=7.1 Hz, 2H) 6.06 (br. s., 1H) 6.86 (d, J=5.6 Hz, 1H) 8.19 (d, J=5.6 Hz, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109613-97-0, its application will become more common.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

Step 2: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide To a mixture of N-(4-bromopyridin-2-yl)acetamide (17.2 g, 80 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (26.4 g, 104 mmol), Pd(dppf)Cl2 (11.7 g, 16 mmol) and KOAc (23.6 g, 240 mmol) under an atmosphere of nitrogen was added anhydrous DMF (1500 mL). The mixture was allowed to stir at 80 C. for 3.5 h. The solvent was removed and the residue was diluted with EtOAc (1000 mL). Activated carbon (100 g) was added. The slurry was heated at reflux for 5 min and then filtered. The organic solution was concentrated and the residue was recrystallized from EtOAc to give N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (6.1 g, 29%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 1.29 (s, 12H), 2.09 (s, 3H), 7.24 (dd, J=6.0, 1.2 Hz, 1H), 8.30-8.33 (m, 2H), 10.47 (br s, 1H).

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem