Month: March 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6188-23-4, name is 6-Bromoimidazo[1,2-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 6188-23-4

Step 1: To a solution of 4-(ethoxycarbonyl)-3-fluorophenylboronic acid ( 1.29 g, 6.091 mmol), K3P04 (3.22 g, 15.22 mmol) in 1,4-dioxane (20 mL), and water (3 mL) was added 6- bromoimidazo[l,2-a]pyridine (1 g, 5.07 mmol) and degassed with argon for 30 min. (A- Phos)2PdCl2 (293 mg, 0.25 mmol) was added and again degassed with argon for 30 min and the reaction mixture was heated at 90 C for overnight. The reaction mixture was washed with water. The organic layer was concentrated and the crude product was purified by column chromatography (silica gel, eluent CHCl3/MeOH 96.5: 3.5) to afford 2-fluoro-4- (imidazo[l,2-a]pyridin-6-yl)benzoate (1.16 g, 81%, AUC LC-MS 84%). 1H NMR (300 MHz, DMSO- 6) ppm delta 9.1 (s, 1 H), 7.9 (m, 2 H), 7.6 (m, 5 H), 4.3 (q, J= 6.9 Hz, 2 H), 1.3 (t, J= 6.9 Hz, 3 H); MS (ESI) m/z 285 (M+l).

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, 6188-23-4, 6-Bromoimidazo[1,2-a]pyridine.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, Adding some certain compound to certain chemical reactions, such as: 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine,molecular formula is C6H3BrF3N, 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 175205-81-9.

General procedure: Aryl or heteroaryl bromide (4 mmol) was charged in oven dried Radley’s synthesis tube that was equipped with a stir bar under a stream of nitrogen. Anhydrous diethyl ether was added and the reaction mixture was cooled to -78 ¡ãC. n-BuLi (1.6 M in hexanes, 2.5 mL, 4.00 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 10 min. A solution of aryl or heteroaryl nitrile in THF (4 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 2 h. TMSCl (0.550 mL, 4.00 mmol) was added to the reaction mixture at -78 ¡ãC and the reaction mixture was allowed to warm up to 0 ¡ãC. The reaction mixture was cooled to -78 ¡ãC, benzylmagnesium chloride in either THF or ether (2 mmol) or benzyl zinc(II) bromide in ether (2 mmol), was added dropwise, stirred at -78 ¡ãC for 2 h, and then stirred at rt for 12 h. The reaction mixture was worked up and purified as in general procedure 1.

According to the analysis of related databases, 175205-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kamau, Muthoni G.; Harikrishnan, Lalgudi S.; Finlay, Heather J.; Qiao, Jennifer X.; Jiang, Ji; Poss, Michael A.; Salvati, Mark E.; Wexler, Ruth R.; Lawrence, R. Michael; Tetrahedron; vol. 68; 12; (2012); p. 2696 – 2703;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4548-45-2 , The common heterocyclic compound, 4548-45-2, name is 2-Chloro-5-nitropyridine, molecular formula is C5H3ClN2O2, 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.

N-BOC piperazine (0.5g) and 2-chloro-5-nitropyridine (0.424g) in DMF (16ml) were treated with potassium carbonate (0.744g) and DIPEA (1.41ml). The resulting mixture was heated at 1200C for 4 hours.After cooling to room temperarure, the solvent was removed in vacuo and the residue partitioned between ethyl acetate and water. Organic layer washed again with water then dried over anhydrous magnesium sulphate. After filtration, the solvent evaporated to dryness in vacuo to afford the title compound as a pale brown solid in 95%. LCMS (ES+) 209.05 (MH+-BOC).

The synthetic route of 4548-45-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/94843; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 851179-00-5 , The common heterocyclic compound, 851179-00-5, name is 3-Chloro-2,5-difluoropyridine, molecular formula is C5H2ClF2N, 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.

Cesium carbonate (476 mg, 1 .46 mmol) was added to a mixture of 3-chloro-2,5-difluoropyridine (97%, 150 mg, 0.97 mmol) and C5 (366 mg, 0.972 mmol) in dimethyl sulfoxide (5 ml), and the reaction mixture was stirred at 80 C for 6 hours. Water was added, and the mixture was extracted three times with ethyl acetate; the combined organic layers were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 10% to 40% ethyl acetate in heptane) provided the product as a sticky solid. Yield: 414 mg, 0.818 mmol, 84%. 1 H NMR (400 MHz, CDCl3) delta 7.96 (d, J=2.7 Hz, 1 H), 7.64 (dd, J=7.1 , 2.7 Hz, 1 H), 7.09-7.15 (m, 3H), 5.51 (AB quartet, JAB=9.3 Hz, DeltanuAlphaBeta=3.4 Hz, 2H), 3.74-3.80 (m, 2H), 3.07 (s, 3H), 2.19 (s, 3H), 1 .69 (s, 3H), 1.00-1.06 (m, 2H), 0.03 (s, 9H).

The synthetic route of 851179-00-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; GRAY, David Lawrence Firman; GREEN, Michael Eric; HENDERSON, Jaclyn Louise; LEE, Chewah; MENTE, Scot Richard; O’NEIL, Steven Victor; ROGERS, Bruce Nelsen; ZHANG, Lei; WO2014/207601; (2014); 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. 67643-17-8, name is 2,4-Dihydroxy-6-methylnicotinonitrile. A new synthetic method of this compound is introduced below., SDS of cas: 67643-17-8

B11a (10 g, 66.6 mmol) was added to a stirred solution of DMF (1 mL) in POCl3 (100 mL),and the mixture was heated to 70 oC for 3 h. The solvent POCl3 was removed via vacuumdistillation at 52 oC. The residue was dissolved in ethyl acetate, and the pH was adjustedto pH 7 using saturated sodium carbonate solution. The reaction mixture was filteredthrough a pad of celite, and the filtrate was extracted with ethyl acetate (40 mL¡Á3), andthen washed with water and brine. The organic solution was dried with anhydrousmagnesium sulfate and evaporated under reduced pressure to afford a brown solid (10 g,79%).

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, 67643-17-8, 2,4-Dihydroxy-6-methylnicotinonitrile.

Reference:
Article; Chen, Guoliang; Du, Fangyu; Sun, Wenjiao; Wang, Lihui; Wu, Chunfu; Yang, Cheng; Zhou, Qifan; Molecules; vol. 25; 9; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211580-54-9 ,Some common heterocyclic compound, 1211580-54-9, molecular formula is C6H4BrF2N, 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 mixture of 4-bromo-2-(difluoromethyl)pyridine (compound I-3a, 416 mg, 2.0 mmol) and diphenylmethanimine (725 mg, 4.0 mmol) in toluene (15 mL) were added Pd2(dba)3 (92 mg, 0.1 mmol), i-BuXPhos (85 mg, 0.2 mmol) and NaOi-Bu (577 mg, 6 mmol). The reaction mixture was heated at 100 C for 2 hours. The reaction mixture was cooled down, diluted with EtOAc (30 mL), and washed with water. The organic layer was separated and concentrated to give crude compound I-3b (617 mg). MS obsd. (ESI+) [(M+H)+]: 309. Compound I-3b (617 mg, 2 mmol) was dissolved in THF (10 mL) and hydrochloride acid (2 mL, 12 M). The resulting mixture was stirred at room temperature for 2 hours, and then concentrated. The residue was dissolved in DCM (5 mL), followed by addition of DIPEA (1 mL, 5.8 mmol) and phenyl carbonochloridate (251 mu, 2.0 mmol) at 0 C. The resulting mixture was stirred at room temperature for 2 hours, and then poured into water (20 mL), and extracted with EtOAc (20 mL) twice. The organic layers were combined and concentrated, and the residue was purified by column chromatography (eluting with 0 ~20 EtOAc in petroleum ether) to afford intermediate 1-3 (264 mg) as a white solid. MS obsd. (ESI+) [(M+H)+]: 265

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211580-54-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; LIN, Xianfeng; SHEN, Hong; HU, Taishan; ZHANG, Zhisen; (96 pag.)WO2018/11163; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16110-09-1, 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. 16110-09-1, name is 2,5-Dichloropyridine, molecular formula is C5H3Cl2N, 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.

a. 5-Chloro-2-methoxypyridine Sodium hydride (60% in mineral oil, 5.50 g, 115 mmol, 2 eq) was added portionwise to dry methanol (distilled from Mg, 25 mL) under a nitrogen atmosphere. To this solution was added 2,5-dichloropyridine (10.0 g, 68 mmol). After refluxing the resulting solution for 18 h, the reaction was cooled and treated with excess solid potassium bicarbonate. The reaction was filtered and concentrated to 50% of its original volume upon which the solution solidified. The solids were washed with hexane and combined washes were concentrated to an oil. The title compound was purified by reduced pressure distillation (102 C., 2400 pascal) to yield 6.30 g (65%) of a colorless oil. MS (CI, CH4) m/z 144 (M+,100), 146 (44), 172 (M+28,19), 124 (9).

According to the analysis of related databases, 16110-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zeneca Limited; US5512575; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75711-00-1, Adding some certain compound to certain chemical reactions, such as: 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine,molecular formula is C6H5ClN2O3, 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 75711-00-1.

A mixture of 4-chloro-lH-imidazole (2.72 g, 26.5 mmol), 2- chloro-3-methoxy-5-mtropyridme (5.0 g, 26.5 mmol), and KOH flakes 1.488 g, 26.5 mmol) in anhydrous DMSO (25 mL) was heated at 800C for 5 h. The reaction mixture was allowed to cool to rt and was poured into 1.0 L of water with vigorous stirring. The mixture was stirred at rt for 16 h. The precipitate was collected by vacuum filtration using a coarse sintered glass funnel. The solid was dried under high vacuum for 24 h to provide 2-(4-chloro- 1 H-imidazol- l-yl)-3-methoxy- 5- nitropyridine (5.22 g, 20.50 mmol, 77 % yield) as a light brown solid. LC-MS (M+H)+ = 255.0. 1H NMR (500 MHz, DMSO-^6) delta ppm 8.94 (d, J=2.44 Hz, 1 H) 8.51 (d, J=I.83 Hz, 1 H) 8.42 (d, J=2.44 Hz, 1 H) 8.02 (d, J=I.83 Hz, 1 H) 4.12 (s, 3 H).

According to the analysis of related databases, 75711-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MARCIN, Lawrence, R.; THOMPSON, Lorin, A., III; BOY, Kenneth, M.; GUERNON, Jason, M.; HIGGINS, Mendi, A.; SHI, Jianliang; WU, Yong-Jin; ZHANG, Yunhui; MACOR, John, E.; WO2010/83141; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 33674-97-4, 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. 33674-97-4, name is (6-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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 mixture of (6-chloro-pyridine-2-yl)-methanol (200 mg, 1.39 mmol) described in Manufacturing Example 52-1-1 and toluene (3 mL) was added thionyl chloride (152 muL, 2.09 mmol) on an ice bath, which was stirred for 2 hours at room temperature. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=4:1) to obtain the title compound (163.2 mg, 73%). 1H-NMR Spectrum (CDCl3) delta (ppm): 4.64 (2H, s), 7.29 (1H, d, J=8.0 Hz), 7.44 (1H, d, J=7.6 Hz), 7.70 (1H, dd, J=7.6, 8.0 Hz).

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 33674-97-4, (6-Chloropyridin-2-yl)methanol.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89488-29-9, 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 89488-29-9, name is 2-Bromo-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A Straus flask equipped with a stirrer bar was charged with 2-bromopyridine (1.0 equiv.), 1-naphthylboronic acid (1.1 equiv),Pd(PPh3)4 (4 mol%), 2 M aq Na2CO3 (2.5 mL/mmol), toluene(3.8 mL/mmol), and ethanol (1.3 mL/mmol). The mixture wasdegassed by three freeze-pump-thaw cycles and then refluxedunder inert conditions overnight. The mixture was cooled to r.t.and extracted with EtOAc (3 ¡Á 20 mL). The organic phases werecombined, dried (MgSO4), and concentrated. The pure ligandwas obtained by flash column chromatography [silica gel,EtOAc-hexane (1:4)].Compound was isolated as viscous liquid that solidified uponstanding. Yield: 1.6 g (99%).

According to the analysis of related databases, 89488-29-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Njogu, Rachael E.N.; Fodran, Peter; Tian, Yuxi; Njenga, Lydia W.; Kariuki, David K.; Yusuf, Amir O.; Scheblykin, Ivan; Wendt, Ola F.; Wallentin, Carl-Johan; Synlett; vol. 30; 7; (2019); p. 792 – 798;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem