Tag: M.W:200-300

Synthetic Route of 1070892-04-4, 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 1070892-04-4, name is 5-Bromo-2-(trifluoromethyl)isonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of delta-bromo^-trifluoromethyl-isonicotinonitrile 1-1 (2.51 g, 10 mmol) in dioxane (3.3 mL) and water (3.3 ml_), were added 2-chloro-4- methoxyphenylboronic acid (2.3 g, 12.5 mmol) and Na2CO3 (6.3 g). The mixture was purged with nitrogen gas for 10 min, then Pd(PPh3)4 (1.2 g, 1.0 mmol) was added. The mixture was stirred in a sealed vessel at 85 0C for 6 hrs, then extracted by ethyl acetate. The organic layer was washed with water, dried over MgSO4. Concentration and purification by silica gel column chromatography eluting with hexane/ethyl acetate (10/1 ) yielded 5-(2-chloro-4-methoxy-phenyl)-2-trifluoromethylisonicotinonitrile (1.31 g). tR = 2.96 min (method 1).

According to the analysis of related databases, 1070892-04-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124614; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89978-52-9, 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 89978-52-9, name is Ethyl 2-bromoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

4-cyano-2-naphthaleneboronic acid (0.10 g), 2-bromoisonicotinic acid ethyl ester (0.12 g) and cesium fluoride (0.09 g) in dimethoxyethane (6 mL) was added tetrakis (triphenylphosphine) palladium (0.06 g), and the mixture was stirred at 150C for 40 minutes using microwave reactor (Biotage). The reaction mixture was filtered through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=100/0-66/34) to give 2-(4-cyanonaphthalene-2-yl) isonicotinic acid ethyl ester (0.14 g). To a solution of this compound (0.14 g) in a mixed solvent of tetrahydrofuran (4 mL), ethanol (1 mL) and water (1 mL) was added lithium hydroxide monohydrate (0.060 g), and the mixture was stirred at room temperature overnight. To the reaction mixture was added acetic acid (0.27 mL). The precipitated solid was collected by filtration, and washed with water and n-hexane. The solid was dried under reduced pressure to give the title compound (0.098g).

According to the analysis of related databases, 89978-52-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; SHIMIZU, Kazuo; IIZUKA, Masato; FUJIKURA, Hideki; TAKIGAWA, Yasushi; HIRATOCHI, Masahiro; EP2343279; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 69045-83-6 ,Some common heterocyclic compound, 69045-83-6, molecular formula is C6H2Cl5N, 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.

EXAMPLE 7 This Example illustrates the preparation of 2,3-dichloro-5-trifluoromethylpyridine by fluorination of 2,3-dichloro-5-trichloromethylpyridine, using a fluorinating agent alternative to that of Example 6. 2,3-Dichloro-5-trichloromethylpyridine (35 g) was heated with anhydrous hydrogen fluoride (100 g) in an autoclave at 200 for 10 hours with stirring. The cooled reaction mixture was poured on to ice and neutralised with sodium hydroxide at 0. The mixture was extracted with methylene chloride (750 ml). The extracts were washed with water (500 ml), sodium carbonate solution (500 ml) and water (500 ml), dried, and evaporated. The remaining oil was distilled and the fraction of boiling point 77-83/25 Torr was collected and identified as the required pyridine derivative.

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. 69045-83-6, 2,3-Dichloro-5-(trichloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Imperial Chemical Industries Limited; US4317913; (1982); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate, 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: 184368-74-9, blongs to pyridine-derivatives compound. Recommanded Product: 184368-74-9

C. 1-boc-1,2,3,6-Tetrahydro-4-pyridinecarboxylic Acid To a stirred solution of methyl 1-Boc-1,2,3,6-tetrahydro-4-pyridinecarboxylate (2.22 g, 9.2 mmol) in methanol (10 mL) was added 1.0 N aqueous sodium hydroxide (25 mL). After stirring for 2 h, the solvent was removed in vacuo. The residue was partitioned between diethyl ether and water, and the layers were separated. The aqueous phase was acidified to pH 2.5 with concentrated hydrochloric acid and extracted with ethyl acetate. The organic extract was washed with saturated aqueous sodium chloride, dried (magnesium sulfate), filtered, and concentrated in vacuo to give 1.62 g (78%) of the title compound as a white solid. 1H-NMR; IS-MS, m/e 226.1 (m-1)-; Analysis for C11H17NO4: Calcd: C, 58.14; H, 7.54; N, 6.16; Found: C, 57.41; H, 7.48; N, 6.19.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Eli Lilly and Company; US6635657; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.685115-77-9, name is 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide, molecular formula is C11H13Cl2N3O, molecular weight is 274.15, as common compound, the synthetic route is as follows.Computed Properties of C11H13Cl2N3O

To a suspension of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (75 mg, 0.27 mmol), 1 ,5-dimethyl-4-pyrazole boronic acid pinacol ester (76 mg, 0.34 mmol) and tetrakis(triphenylphosphine)palladium(0) (16 mg, 5mol%) in acetonitrile (3 ml.) was added 0.5 M solution of sodium carbonate (0.77 ml_, 0.38 mmol). The mixture was heated to in a microwave reactor at 150 0C for 45 min. Once cooled the reaction was concentrated in vacuo and dry loaded onto silica. The crude product was purified by flash column chromatography on silica gel (CH2CI2, EtOH, 97:3-80:20, biotage 25+S) to furnish the title compound as a clear colourless oil (24 mg, 26%), LC-MS (ESI, 4 min) Rt 1.49 min, m/z 334 (100%, [M+H]+); m/z (ESI) Ci6H20N5OCI requires 333.1356, found [M+H]+ 333.1354.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,685115-77-9, 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1256810-26-0, Adding some certain compound to certain chemical reactions, such as: 1256810-26-0, name is 6-Bromo-3-methoxypicolinic acid,molecular formula is C7H6BrNO3, 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 1256810-26-0.

To a solution of (4-chlorophenyl)methanamine (610 mg, 4.31 mmol), 6-bromo-3- methoxypicolinic acid (1.0 g, 4.31 mmol) and triethylamine (1.31 g, 12.9 mmol) in DCM (10 mL) was added dropwise T3P (2.74 g, 8.61 mmol) at 0C. Five minutes later, TLC indicated the reaction was complete, and the mixture was suspended in water and extracted with DCM. The organic phase was washed with brine, dried over sodium sulfate and concentrated in vacuo to give the crude 6-bromo-N-(4-chlorobenzyl)-3-methoxypicolinamide (1.3 g, yield: 87%) without further purification. -NMR (DMSO-i, 400 MHz) delta 8.98 (t, J = 6.0 Hz, 1H), 7.69 (d, J = 8.8 Hz, 1H), 7.58 (d, J = 8.8 Hz, 1H), 7.39-7.43 (m, 2H), 7.33 (d, J = 8.4 Hz, 2H), 4.22 (d, J = 6.4 Hz, 2H), 3.84 (s, 3H). MS (M+H)+: 355 / 357.

According to the analysis of related databases, 1256810-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 639091-75-1, Methyl 2-(Boc-amino)isonicotinate, 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, 639091-75-1, blongs to pyridine-derivatives compound. Formula: C12H16N2O4

Compound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight atambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,639091-75-1, its application will become more common.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174064; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 103058-87-3, Adding some certain compound to certain chemical reactions, such as: 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde,molecular formula is C7H6BrNO2, 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 103058-87-3.

EXAMPLE 7 To a solution of 6.5 g of 5-bromo-2-methoxypyridine-3-carboxaldehyde in 30 ml of tetrahydrofuran under nitrogen was added 200 ml of methanol followed by 4.6 g of 4-chloroacetophenone. Then, a solution of 6.6 g of 85% potassium hydroxide in 15 ml of water was added. The mixture warmed, became yellow, and deposited a thick precipitate. It was then stirred mechanically for about 1.5 hours until the temperature fell back to about 25 C. It was then further cooled in an ice bath and neutralized by the addition of 20 ml of aqueous 5M hydrochloric aid in small portions. The resulting pasty mixture was poured into 400 ml of water, acidified to a pH of 1 with aqueous 1N hydrochloric acid and then filtered. The moist product was boiled with 2-propanol/ethyl acetate (3:1), cooled and filtered. The filter cake was dried under reduced pressure to give (E)-3-(5-bromo-2-methoxy-3-pyridinyl)-1-(4-chlorophenyl)-2-propen-1-one as a pale yellow solid melting at about 168.5-171.5 C.

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. 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 280566-45-2 ,Some common heterocyclic compound, 280566-45-2, molecular formula is C7H3ClF3NO2, 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.

Intermediate 242-Amino-6-(trifluoromethyl)nicotinic acidA solution of 2-chloro-6-(trifluoromethyl)nicotinic acid (1.87 g, 8.29 mmol) in (2,4- dimethoxyphenyl)methanamine (2.491 ml, 16.58 mmol) was heated to 100 0C overnight. The reaction mixture was concentrated under vacuum and partitioned between water and DCM. Evaporation of the organic layer provided a dark brown residue, which was dissolved in TFA (2.55 ml, 33.16 mmol), and the resulting mixture was stirred for 30 minutes. The precipitate formed was discarded via filtration and concentration of the filtrate under reduced pressure gave a residue. This residue was dissolved in HCl (IN, 200 mL) and the aqueous solution was washed with Et2O and evaporated under reduced pressure to give a solid. This solid was washed with DCM/Hexanes, dried in a vacuum oven overnight and characterized as the title product (2 g). LCMS: 207.0 [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. 280566-45-2, 2-Chloro-6-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 109306-86-7, 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.109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, molecular weight is 234.09, as common compound, the synthetic route is as follows.

Example 20The boronic acid compound D was synthesized as described below. That is, 2-(2-bromophenyl)pyridine (J. Am. Chem. Soc., 2006, vol. 128, p. 6,790 and 6,791.) (4.0 mmol) was added in a flask of 50 mL filled with dry nitrogen together with toluene (6.4 mL) and tetrahydrofuran (1.6 mL) as a solvent and was cooled to -78 C. After a 1.5-M hexane solution of butyl lithium (3.1 mL, 4.8 mmol) was added to this solution dropwise, and the mixture was stirred at -78 C. for 30 minutes. To the reaction mixture was added triisopropyl borate (4.8 mL), and the mixture was stirred at room temperature for 19 hours. After the reaction mixture was concentrated under reduced pressure, the residue was purified by column chromatography (alumina, ethyl acetate-methanol=5:1), so that methyl ester of the boronic acid compound D was obtained. After this product was dissolved in a mixture of water and methanol, the solvent was removed at 50 C. to 60 C. under reduced pressure, so that the boronic acid compound D was obtained (669 mg, yield: 84%). The structure of the boronic acid compound D was identified by 1H NMR and 13C NMR. 1H NMR (CD3OD) delta 7.42 (dt, J=1.5, 7.5 Hz, 1H), 7.47 (dt, J=1.5, 7.5 Hz, 1H), 7.60 (ddd, J=0.9, 1.5, 7.5 Hz, 1H), 7.64 (ddd, J=1.5, 5.7, 7.5 Hz, 1H), 7.96 (ddd, J=1.2, 1.5, 7.5 Hz, 1H), 8.18 (ddd, J=1.2, 1.5, 8.1 Hz, 1H), 8.27 (ddd, J=1.5, 7.5, 8.1 Hz, 1H), 8.49 (ddd, J=0.9, 1.5, 5.7 Hz, 1H); 13C NMR (CD3OD) delta 119.3, 123.2, 125.0, 129.5, 131.7, 132.3, 138.9, 143.1, 144.7, 157.1.

The chemical industry reduces the impact on the environment during synthesis 109306-86-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY; US2011/319620; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem