Tag: M.W:100-200

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.117519-09-2, name is 3-Amino-2-chloro-6-(trifluoromethyl)pyridine, molecular formula is C6H4ClF3N2, molecular weight is 196.56, as common compound, the synthetic route is as follows.Application In Synthesis of 3-Amino-2-chloro-6-(trifluoromethyl)pyridine

A solution of 3-amino-2-chloro-6-trifluoromethyl-pyridine (0.890 g), 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl ester (1.4 g) (prepared as described in WO 2006/003494) and tetrakis(triphenyl- phosphine)palladium (0.200 g) in 1 ,2-dimethoxyethane (45 ml) was treated with aqueous potassium phosphate (1.1 M) (1.92 g). The reaction mixture was stirred at 800C for 3 hours. Aqueous workup with ethyl acetate furnished a residue which was purified by chromatography on silica gel (eluent: hexane / ethyl acetate 1 :1) to give 3-amino-6- trifluoromethyl-3′,6′-dihydro-2’H-[2,4′]bipyridinyl-r-carboxylic acid tert-butyl ester (1.5 g) as a white solid. MS (ES+) 288 (M-isoprene); IH NMR (400 MHz, CDCl3) 1.50 (s, 9H), 2.61 (m, 2H), 3.67 (t, 2H), 4.10 (m, 2H), 4.21 (s, 2H), 6.11 (s, IH), 7.03 (d, IH), 7.33 (d, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,117519-09-2, 3-Amino-2-chloro-6-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; CASSAYRE, Jerome Yves; CORSI, Camilla; MAIENFISCH, Peter; WO2010/9968; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 174669-74-0 ,Some common heterocyclic compound, 174669-74-0, molecular formula is C5H4FNO, 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.

2-Fluoro-3-methoxypyridine (3): 2-Fluoropyridin-3-ol (10 mmol),methyl iodide (20 mmol) and potassium carbonate (20 mmol) in acetone (100 ml) was refluxed overnight. The inorganic salt wasfiltered and the solvent was evaporated. The residue was purified oncolumn (eluent: EtOAc:hexane = 1:5) to afford a colorless liquid [19](95%). 1H NMR (CDCl3): d 7.74-7.75 (m, 1H, C6-H), 7.26-7.31 (m, 1H,C4-H), 7.11-7.15 (m, 1H, C5-H), 3.91 (s, 3H, OMe). 19F NMR (CDCl3): d90.15 (s). ESI-MS: 128 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,174669-74-0, its application will become more common.

Reference:
Article; Ma, Yongmin; Hider, Robert C.; Journal of Fluorine Chemistry; vol. 173; (2015); p. 29 – 34;,
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. 107512-34-5, name is 4-Chloro-3-methoxy-2-methylpyridine. A new synthetic method of this compound is introduced below., COA of Formula: C7H8ClNO

Step 1, the 12 parts by weight of the acidic phosphotungstic acid dissolved in water prepared for mass concentration 25% phosphotungstic acid solution;Step 2, weighing 220 parts by weight of 4 – chloro -3 – methoxy -2 – methyl pyridine, slowly added under stirring step 1 bedded phosphotungstic acid solution, stirring to complete mixing, heating in water bath temperature is raised to 87 C, dropwise 350 parts by weight of the mass concentration is 35% hydrogen peroxide, hydrogen peroxide is accelerated-rate drop 60 parts by weight/hours; then in 85 C lower heat insulating 5 hours, to obtain the reaction solution;Step 3, the reaction cooling to 30 C is added after a dilute alkali solution (mass concentration 12% sodium hydroxide aqueous solution) adjusted to pH 7 – 9, then the dichloromethane extraction, water washing extract in neutral, adds anhydrously Na2SO4Drying, at a temperature of 35 – 45 C, pressure 0.06 – 0.08 mpa evaporating the dichloromethane under reduced pressure, to obtain 230.2 parts by weight of the obtained 4 – chloro -3 – methoxy -2 – methyl pyridine – N – oxide; high performance liquid chromatogram of the product, the product appearance time is as shown in Figure 7, 3.740 min, according to the appearance time can be qualitative verification product; product 4 – chloro -3 – methoxy -2 – methyl pyridine – N – oxide of high purity, according to the area of the yield of the product is calculated unitary method 95%.

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, 107512-34-5, 4-Chloro-3-methoxy-2-methylpyridine.

Reference:
Patent; Anhui Jin He Industrial Co., Ltd.; Chuzhou College; Xia Jiaxin; Wang Yonggui; Ge Xiutao; Geng Qingbao; Yang Zhijian; (10 pag.)CN107129466; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77992-44-0, 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 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-2-hydrazinylpyridine (2.00 g, 10.6 mmol) in THF (20 mL) was treated with CDI (2.59 g, 15.9 mmol) at rt and then stirred at reflux overnight. The reaction was diluted with water (50 mL) and extracted in EtOAc (2*50 mL). The combined organic layers were washed with brine (50 mL), dried with Na2SO4, and concentrated to give 6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (1.50 g, 67%); ESI+ve 213.85 [M+1].

According to the analysis of related databases, 77992-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FLATLEY DISCOVERY LAB; Cole, Bridget M.; Nugent, Richard A.; Smith, JR., Paul T.; (82 pag.)US2016/96835; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, 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 solution of 17.3 (5.0 g, 54.6 mmol,) in acetic acid (10 ml) was added sodium acetate (8.938 g, 109.0 mmol, 2.0 eq) and iodine monochloride (4.069 g, 65.5 mmol, 1.2 eq). Reaction mixture was heated at 70 C. for 20 hours. After completion of the reaction, mixture was concentrated under reduced pressure and residue was diluted with water and basified with sodium bicarbonate solution. Compound was extracted in EtOAc and washed with brine. Organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure to afford crude material which was purified by chromatography using 12% to afford pure 17.4 (2.8 g, 28.2%), m/z=255.1 [M+H]+.

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16879-02-0, Adding some certain compound to certain chemical reactions, such as: 16879-02-0, name is 6-Chloropyridin-2(1H)-one,molecular formula is C5H4ClNO, 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 16879-02-0.

Example 96 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-(1 -methyl -6-oxo-1 ,6- dihydro-pyridin-2-ylamino)-benzamide96.1 6-Chloro- 1-meth yl- 1 H-p yridin-2-oneTo a suspension of 6-chloro-2-pyridinol (3 g) in acetone (1 16 mL) was added potassium carbonate (1 1.2 g) and methyl iodide (4.92 mL) and the mixture was stirred for 5h at RT. It was filtered off and the filtrate was concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 8/2 to 0/1 ) to give 1 .96 g of the titled compound as a white solid.LC-MS (B): tR = 0.39 min; [M+H]+: 144.14

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. 16879-02-0, 6-Chloropyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; WO2012/114268; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 878207-92-2, name is Methyl 6-chloro-3-methylpicolinate, molecular formula is C8H8ClNO2, 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. category: pyridine-derivatives

To a solution of methyl 6-chloro-3-methyl-pyridine-2- carboxylate (1.0 g, 5.39 mmol), phenylboronic acid (0.79 g, 6.47 mmol) in 1,4-dioxane (17 mL) and water (3.0 ml) is added K2CO3 (1.64 g, 11.8 mmol). The reaction mixture is purged with argon for 15 min and PdCl2(dppf)*CH2Cl2 (131.9 mg, 0.162 mmol) is added. The mixture is purged again with argon for 5 min. After heating at 110 C for 2 h, the reaction mixture is cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic layers are dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The crude residue is purified by silica gel flash column chromatography using 0-20% EtOAc in hexanes t to afford the title compound as a clear oil (985.0 mg, 80.5 %). Mass spectrum ( /z): 228.0 (M-H)+.

With the rapid development of chemical substances, we look forward to future research findings about 878207-92-2.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; VETMAN, Tatiana Natali; WARSHAWSKY, Alan M.; YORK, Jeremy Schulenburg; WO2015/94912; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18368-63-3 ,Some common heterocyclic compound, 18368-63-3, molecular formula is C6H6ClN, 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.

2-Chloro-6-bromomethyl-pyridine was prepared from 2-chloro-6-methylpyridine [(638] mg, 5.0 mmol) with NBS (996.5 mg, 5.6 mmol) and AIBN (92 mg) in tetrachlorocarbon. [3-{5-] [[1- (6-CLROMO-PYRIDIN-2-YLMETHYL)-PIPERIDIN-2-YL]- [L,] 2,4] oxadiazol-3-yl}-benzonitrile (450 mg, quantitative) was obtained from [3- (5-PIPERIDIN-2-YL- [1,] 2,4] oxadiazol-3-yl) -benzonitrile (300 mg, 1.18 mmol) with crude 2-chloro-6-bromomethyl-pyridine (640 mg, 3.12 mmol) and diisopropylethylamine (762.5 mg, 5.0 mmol) in DMF (8 mL) at 80 [C] for [18] [H. IH] NMR [(CDC13),] [8] (ppm): 8.40 (d, 1H), 8.33 (dd, 1H), 7.79 (dd, 1H), 7.62 (q, 2H), 7.49 (d, [1H),] 7.18 (d, [1H),] 4.16 (t, [1H),] 3.75 (dd, 2H), 3.04 (m, [1H),] 2.49 (m, [1H),] 2.04 (m, 2H), 1.50-1. 86 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-63-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14902; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6419-36-9 , The common heterocyclic compound, 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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.

3-pyridyl acetate acid chloride (27 mg, 0.128 x 1.2 mmol) was dissolved in N.N-dimethylformamide (1 mL) under argon atmosphere, and cooled at 0 degree C. Triethylamine (21 mul, 0.128 x 1.2 mmol), 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (29 mg, 0.128 x 1.2 mmol) and 1-hydroxybenzotriazol monohydrate (21 mg, 0.128 x1.2 mmol) were added, and stirred at 0 degree C for 30 minutes. 4-chloro deacetyl colchicine (50 mg, 0.128 mol) was added, and stirred at room temperature for 4 hours. Water was added and the reaction mixture was quenched, ethyl acetate was added, and washed with 10% aqueous-citric-acid solution, saturated sodium bicarbonate solution, and a saturated sodium chloride solution. The ethyl acetate layer was dried with anhydrous magnesium sulfate, and the solvent was distilled off. The obtained residue was purified by Silica gel chromatography (Biotage Isolera One, SNAP 10 g, methanol/chloroform) to obtain title compound (brown solid and 8 mg, 0.016 mmol, 11%).

The synthetic route of 6419-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
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. 20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, the common compound, a new synthetic route is introduced below. Safety of 2-(Pyridin-3-yl)ethanamine

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (300 mg, 0.756 mmol), 1-hydroxybenzotriazole (170 mg, 1.261 mmol), EDCI (242 mg, 1.261 mmol) were dissolved in DCM (Ratio: 4.00, Volume: 4.0 ml). the reaction was allowed to stir at room temperature for 10 minutes before adding Hunig’sBase (0.330 ml, 1.891 mmol) and a DMF (Ratio: 1.000, Volume: 1 ml) solution of 2-(pyridin-3-yl)ethanamine, HCl (100 mg, 0.630 mmol). The reaction was stirred overnight. The reaction was diluted with water and ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 10% aqeuous citric acid solution, followed by saturated sodium chloride solution. The organic layer was dried over magnesium sulfate, filtered and concentrated. The resulting solid was triturated with ethyl acetate to obtain white solid as a product. 1H-NMR (400 MHz, DMSO-d6) 8.40, 7.88, 7.66-7.57, 7.54, 7.36-7.27, 7.20, 7.16-7.04, 6.71, 5.48, 4.56-3.80, 3.32-3.25, 2.89, 2.73, 2.38-2.27, 1.47

The synthetic route of 20173-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; US2012/252807; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem