Tag: M.W:100-200

Electric Literature of 131747-60-9, 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 131747-60-9, name is (2-Fluoropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Reference Production Example 5; A mixture of 0.64 g of 2-fluoro-4-pyridinemethanol, 10 ml of chloroform and 2.54 g of Dess-Martin Periodinane (1,1, 1-triacetoxy-l, 1-dihydro-l, 2- benziodoxol-3 (IH) -one) was stirred for 30 minutes at room temperature. A saturated sodium hydrogen carbonate aqueous solution was poured, and the mixture was extracted three times with ethyl acetate. The combined organic layers were dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.19 g of 2-fluoropyridine-4-carbaldehyde .1H-NMR (CDCl3) delta: 10.09 (d, J=I.2Hz, IH), 8.49 (d, J=4.9Hz, IH), 7.65-7.62 (m, IH), 7.38-7.36 (m, IH)

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 131747-60-9, (2-Fluoropyridin-4-yl)methanol.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; TAKAHASHI, Masaki; IWAKOSHI, Mitsuhiko; IKEGAMI, Hiroshi; WO2010/125985; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-98-7, 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. 128071-98-7, name is 4-Bromo-2-fluoropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2.0 M solution in THF) (12.79 mL, 25.6 mmol) in THF (20 mL) was added a solution of 4-bromo-2-fluoropyridine (3.0 g, 17.05 mmol) in THF (5 mL) dropwise at -78 C. The reaction mixture was stirred at-78 C for 1 h, then methyl iodide (1.599 mL, 25.6 mmol) was added. The reaction mixture was stirred at -78 C for 30 min, then stirred at rt for 0.2 h. The reaction mixture was diluted with water and the resulting mixture was extracted with ethyl acetate. The organic layer was separated and washed with brine, dried over MgSCk The filtrate was concentrated in vacuo. (0531) The residue was dissolved in DCM, purified via silica gel flash column chromatography, eluting with 0-15% ethyl acetate in hexane to give Intermediate 27A (colorless oil, 2.3 g, 12.1 mmol, 71% yield). LC-MS Anal. Calc’d for CeHsBrFN 188.96, found [M+H] 190, 192.1. Tr = 0.83 min (Method A). NMR (400MHz, DMSO-de) delta 7.97 (d, J=5.4 Hz, 1H), 7.63 (d, J=5.4 Hz, 1H), 2.30 – 2.29 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-98-7, 4-Bromo-2-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; CHERNEY, Emily Charlotte; ZHANG, Liping; HUANG, Audris; SHAN, Weifang; WILLIAMS, David K.; ZHU, Xiao; GUO, Weiwei; (213 pag.)WO2018/209049; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 579475-29-9, 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. 579475-29-9, name is 5-Bromo-2-cyclopropylpyridine, molecular formula is C8H8BrN, 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.

(0.21 g, 1.1 mmol), bis(pinacolato)diboron (0.31 g, 1.2 mmol) and potassium acetate (0.32 g, 3.2 mmol) were suspended in dioxane (10 mL). The slurry was degassed with argon for 10 minutes and then PdCl2X dppf (0.026 g) was added. The reaction mixture was heated to 80 C for 15 h and then, after cooling to RT, filtered through a Celite plug. The filtrate was concentrated to give a black oil that was dissolved in ether and extracted four times with 1.0M sodium hydroxide. The combined yellow water phases were cooled to 10 C, acidified with 2.5M hydrochloric acid to pH 6.5 and then extracted repeatedly with ether. The combined organic phases were dried over anhydrous magnesium sulfate, filtered and concentrated to give 0.27 g (103%) of the title product as a yellow oil that slowly solidified. 1H-NMR suggested a purity of about 60-65% of the required product, the major contaminant being pinacolborane. The crude material was used without further purification.GC-MS mlz 245.2 (M+), 244.2 (M-I);1H-NMR(CDCl3) delta 8.78 (br s, IH), 7.93 (dd, IH), 7.10 (d, IH)5 2.10 (m, IH), 1.34 (s, 12H)5 1.10-1.00 (m, 4H) ppm.

According to the analysis of related databases, 579475-29-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2006/65215; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98198-48-2, 2-Amino-5-bromo-4-methylpyridine, 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, Recommanded Product: 2-Amino-5-bromo-4-methylpyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Amino-5-bromo-4-methylpyridine

b) Ethyl (E)-3-(6-amino-4-methylpyridin-3-yl)acrylate To a stirred solution of 2-amino-5-bromo-4-methylpyridine (10 g, 54 mmole) in propionitrile (50 mL) was added ethyl acrylate (17 mL, 157 mmole), DIEA (19 mL, 106 mmole), palladium(II) acetate (0.61 g, 2.7 mmole) and tri-o-tolylphosphine (1.64 g, 5.4 mmole). The reaction was purged with argon and heated at reflux for 6 hr, then was cooled to RT and concentrated to dryness under vacuum. The resulting residue was taken up in ethyl acetate and filtered through a pad of silica gel. The filtrate was concentrated and the remaining residue was triturated with 1:1 Et2O/petroleum ether (50 mL), filtered, and dried under vacuum to give the title compound (6.50 g, 59%) as a pale yellow solid: 1H NMR (400 MHz, DMSO-d6) delta 8.31 (s, 1 H), 7.66 (d, J = 16.0 Hz, 1 H), 6.40 (br s, 2 H), 6.32 (d, J. = 16.0 Hz, 1 H), 6.28 (s, 1 H), 4.15 (q, 2 H), 2.24 (s, 3 H), 1.24 (t, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98198-48-2, 2-Amino-5-bromo-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6980-08-1, 4-Chloro-3-nitropyridin-2-amine, 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, 6980-08-1, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Chloro-3-nitropyridin-2-amine

Step 1 A solution of 2-chloro-3-nitro-pyridin-4-amine (LXXXI) (1.5 g, 8.64 mmol), 2-(5-fluorothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (XCIV) (2.96 g, 12.96 mmol), Pd(dppf)Cl2 (632 mg, 0.86 mmol) and Cs2CO3 (5.63 g, 17.29 mmol) in dioxane (30 mL) and H2O (5 mL) was de-gassed and then heated to 100 C. under N2 for 3 h. TLC (PE:EtOAc=1:1) showed the starting material was consumed completely. The mixture was concentrated in vacuum to give a residue, which was purified by column chromatography to afford 4-(5-fluorothiophen-2-yl)-3-nitropyridin-2-amine (XCV) (800 mg, 3.34 mmol, 38.7% yield). ESIMS found C9H6FN3O2S m/z 240.1 (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,6980-08-1, its application will become more common.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 7379-35-3, name is 4-Chloropyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H5Cl2N

Step 1: LDA (0.11 mmol) was added to 4-chloropyridine 1 (15 g, 0.1 mol) in THF (250 mL) dropwise at -60C and stirred at this temperature for 1 h. Then, DMF (9.3 mL, 0.12 mol) was added and stirred at room temperature overnight. The product was extracted with EA from water. The combined organic layer was dried(Na2SCU), filtered and concentrated. The residue was purified by column chromatography (P.E/EA 10:1) to afford 4.6 g white solid, yield 65%. 1HNMR (400MHz, CDCl3): 10.51 (s, 1H), 9.05 (s, 1H), 8.08 (d, 1H), 7.45 (d, 1H).

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, 7379-35-3, 4-Chloropyridine hydrochloride.

Reference:
Patent; ACHAOGEN, INC.; WO2009/55696; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6345-27-3 , The common heterocyclic compound, 6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, 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.

General procedure: A 20 mL of Schlenk tube equipped with a stir bar was charged with benzyl bromides (0.12 mmol), aryl amidines (0.1 mmol), S8 (0.1 mmol), LiOtBu (0.4 mmol). The tube was sealed with a Teflon lined cap, and the reaction mixture was stirred at 140 ¡ãC for 12 h in oil bath. Then the solvent was concentrated in vacuum and the residue was purified by flash column chromatography on silica gel with petroleum ether-EtOAc as the eluent to give the desired product.

The synthetic route of 6345-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Zhen; Liu, Miaochang; Sun, Song; Yao, En; Liu, Suqin; Wu, Zhiwen; Yu, Jin-Tao; Jiang, Yan; Cheng, Jiang; Tetrahedron Letters; vol. 58; 26; (2017); p. 2571 – 2573;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100-70-9, 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. 100-70-9, name is Picolinonitrile, molecular formula is C6H4N2, 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.

Reference Example A8; Under nitrogen atmosphere, a solution of anhydrous cerium chloride (5.0 g) in tetrahydrofuran (40 mL) was stirred at room temperature overnight. To the reaction mixture was added dropwise a solution of 1.04M methyl lithium in diethylether (19 mL) under cooling in a dry ice/acetone bath over a period of 20 minutes. The mixture was stirred at the same temperature for 30 minutes, and to the reaction mixture was added dropwise a solution of 2- cyanopyridine (685 mg) in tetrahydrofuran (1 mL) . After warming to room temperature over a period of 5 hours, to the reaction mixture was added an aqueous 28% ammonia solution (12.5 mL) under ice-cooling. The mixture was filtered through Celite to remove precipitates. The filtrate was dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to give 1-methyl-l- (2- pyridyl) ethylamine (863 mg) as a brown oil. MS(APCI)m/z; 137 [M+H]+

According to the analysis of related databases, 100-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; WO2008/4698; (2008); A2;,
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. 55934-00-4, name is 3,4-Dichloropyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General Procedure: To a 50 mL round bottom flask equipped with a stir bar were added 3,4- dichloropyridine (0.70 g, 4.73 mmol), piperazine-1-carboxylic acid tert-butyl ester (0.86 g, 4.73 mmol), copper powder (36 mg, 0.57 mmol), potassium carbonate (0.65 g, 4.73 mmol) and N,N-dimethylfbrrnamide (10 mL). The reaction mixture was stirred at 110 C overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and sequentially washed with water (50 mL), saturated aqueous sodium bicarbonate (50 mL), water (50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vauo. The crude residue was purified on silica gel using hexanesrethyl acetate = 80:20 to 50:50 in a gradient fashion, to give the desired product as a yellow solid (404 mg, 29 %). 1H NMR (300 MHz, CDCl3): delta 8.30 (bd, 2H), 6.74 (d, IH), 3.52 (m, 4H), 3.07 (m, 4H), 1.4 (s, 9H).

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2402-77-9, Adding some certain compound to certain chemical reactions, such as: 2402-77-9, name is 2,3-Dichloropyridine,molecular formula is C5H3Cl2N, 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 2402-77-9.

Reaction performed under nitrogen atmosphere. To a solution of n-butyllithium (27.6 ml, 69 mmol, 2.5 M in hexanes) in dry Et2O (150 ml) cooled at -78 0C, was added 2,2,6,6-tetramethylpiperidine (11.64 ml, 69 mmol) dropwise. The resulting reaction mixture was stirred at -78 0C for 10 min. and then a solution of 2,3-dichloropyridine (10 g, 67.57 mmol) in dry THF (75 ml) was added dropwise. The mixture was stirred at -78 0C for 30 minutes and then a solution of iodine (25.38 g, 100 mmol) in dry THF (75 ml) was added. The mixture was allowed to warm to room temperature overnight, quenched with Na2S2O3 (aqueous sat. solution) and extracted twice with EtOAc. The combined organic extracts were washed with NaHCO3 (aqueous sat. solution), dried (Na2SO4) and evaporated in vacuo. The crude residue was precipitated with heptane, filtered off and dried to yield compound D16 (8.21 g, 44%) as a pale cream solid. LCMS: MW (theor): 273; [MH+]: did not ionise; RT (min): 2.73 (Method 21).

According to the analysis of related databases, 2402-77-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; WO2009/62676; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem