Pyridine-derivatives

Related Products of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

2,5,6-Trichloro-3-nitropyridine (Example 8) 3.6 g. (0.02 mol) of 2,5,6-trichloropyridine are dissolved in a mixture of 20 ml of 100% strength fuming nitric acid and 16 ml of concentrated sulphuric acid and are then heated at 100C in an oil bath for 12 hours. After cooling to approx. 20C, the reaction mixture is poured onto ice. The crude product is produced in the form of slightly yellowish crystals, which are filtered off with suction, washed with water and dried at 30C in vacuo over KOH. 3 g (66.7% of theory) of 2,5,6-trichloro-3-nitropyridine are obtained in the form of crystals which, after sublimation at 30 – 40C/12 mm Hg. melt at 68 – 70C. Analysis for C5 HCl3 N2 O2 (molecular weight 227.4): calculated C 26.41% H 0.44% Cl 46.77% N 12.32% found C 26.2% H 0.5% Cl 47.0% N 12.2%

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. 6515-09-9, 2,3,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ciba-Geigy Corporation; US3974166; (1976); A;,
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. 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. A new synthetic method of this compound is introduced below., SDS of cas: 1235036-15-3

To a solution of tert-butyl 3-bromo-6-chloropicolinate (3.06 g) in tetrahydrofuran (50 mL) and water (20 mL) was added Example 1.14.1 (4.45 g), l,3,5,7-tetramethyl-8-tetradecyl-2,4,6-trioxa- 8-phosphaadamantane (0.732 g), Pd2(dba)3 (0.479 g), and K3P04 (11 g). The mixture was stirred at reflux overnight and concentrated. The residue was dissolved in ethyl acetate (500 mL) and washed with water and brine. The organic layer was dried over Na2S04, filtered, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 20-40% ethyl acetate in dichloromethane, to provide the title compound. MS (ESI) m/e 530.23 (M+H)+.

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, 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (608 pag.)WO2017/214458; (2017); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116308-38-4, 2-Formylisonicotinonitrile, 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, Application In Synthesis of 2-Formylisonicotinonitrile, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Formylisonicotinonitrile

EXAMPLE 1 Preparation of 2-[N-methyl-N-(2-diphenylaminoethyl)amino]ethyl methyl 2,6-di-methyl-4-(4-cyano-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylate and monofumarate thereof A 50-ml eggplant type flask was charged with 1.003 g (7.59 mmol) of 4-cyano-2-pyridinealdehyde, 2.691 g (7.59 mmol) of 2-[N-methyl-N-(2-diphenylaminoethyl)amino]ethyl acetoacetate and 901 mg (7.59 mmol) of methyl 3-aminocrotonate. After addition of isopropanol (10 ml), the contents were dissolved therein. The flask was equipped with a Dimroth condenser and the solution was heated at 40 to 45 C. for 39 hours with agitation. The reaction solvent was tilled off under reduced pressure and the residue (6.175 g) was fractionated by column chromatography on silica gel (elution solvent: ethyl acetate/methanol=99:1). The resulting crude product was recrystallized from isopropyl ether/methanol so as to obtain a pale yellow powder of the desired compound in an amount of 2.219 g (yield: 59%). m.p. (after crystallization from isopropanol ether/methanol): 155.5 to 157 C. Pertinent IR and NMR data are as follows and are provided for each of the compounds and acid addition salts described in the following Examples as well. STR6 The above-obtained compound (2.090 g, 3.69 mmol) was placed in a 300-ml eggplant type flask. After addition of ethanol (168 ml), the contents were dissolved therein. Thereafter, fumaric acid (429 mg, 3.69 mmol) was added and the flask was equipped with an air-cooling tube. After continued agitation at room temperature for 1.5 hours, the reaction solvent was distilled off under reduced pressure to obtain a slightly yellow powder of a fumarate of the desired compound in an amount of about 2.5 g. STR7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116308-38-4, 2-Formylisonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Green Cross Corporation; US4910195; (1990); A;,
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. 29681-42-3, name is Methyl 4-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 29681-42-3

Example 17, Compound 17; (E)-(1 S,14R,15R,18S,21 S)-21 -(3-Hydroxy-benzyl)-18-isopropyl-14-methoxy-15-methyl-3-oxa-6,17,20,23,27-pentaaza-tricyclo[21.3.1.1 *5,9*]octacosa- 5 7,9(28),10-tetraene-2,16,19,22-tetraone; Com ound 17a: (4-Bromo-pyridin-2-yl)-methanol.; Sodium borohydride (763 mg, 20.17 mmol) was added portionwise to a solution of 4- bromo-pyridine-2-carboxylic acid methyl ester (1 .98 g, 9.166 mmol) in ethanol (50 mL) under nitrogen and the reaction mixture was stirred at room temperature for 18 hours. The reaction was quenched by the addition of acetone (10 mL) and the reaction was stirred for 15 minutes. The solvent was evaporated and the residue partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organics were collected, dried over anhydrous sodium sulfate and the solvent evaporated to afford the title compound (1 .61 g, 94%) as a yellow oil. H NMR (300 MHz, CDCI3) 3.4-3.5 {br s, 1 H), 4.80 (s, 2H), 7.40 (dd, J = 5.4, 1 .8 Hz, 1 H), 7.50 (br m, 1 H), 8.39 (d, J = 5.4 Hz, 1 H). LCMS (m/z) 188/200 [M+H], Tr = 1 .55 min.

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, 29681-42-3, Methyl 4-bromopicolinate.

Reference:
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; APPLEBY, Todd; FLIRI, Hans, G.; KEATS, Andrew, J.; LAZARIDES, Linos; MACKMAN, Richard, L.; PETTIT, Simon, N.; POULLENNEC, Karine, G.; SANVOISIN, Jonathan; STEADMAN, Victoria, A.; WATT, Gregory, M.; WO2012/78915; (2012); A1;,
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.87674-15-5, name is 1-(3-Fluoropyridin-4-yl)ethanol, molecular formula is C7H8FNO, molecular weight is 141.14, as common compound, the synthetic route is as follows.COA of Formula: C7H8FNO

A mixture of 1- (3-FLUOROPYRIDIN-4-YL) ETHANOL (10 g, 70.3 MMOL) and commercial activated Mn02 (8 G, 92.1 MMOL) in toluene (100 mL) were REFLUXED until disappearance of starting material. After cooling the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-FLUORO-4-ACETYL pyridine (6.9 g, 70%) that was used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87674-15-5, 1-(3-Fluoropyridin-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA ITALIA S.P.A.; WO2005/13986; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75279-39-9, 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 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of ethyl 2,4-dichloropyrrolo[2, 1 -J] [1 ,2,4]triazine-5-carboxylate (2 g, 7.69 mmol) N-(4-aminopyridin-2-yl)acetamide (1.744 g, 11.54 mmol)in 2-propanol (20 mL) DIPEA (4.03 mL, 23.07 mmol) was added. The reaction mixture was stirred at 50 C for 3 h. The reaction mixture was cooled to room temperature and filtered. The residue was taken in 5% methanol in DCM washed with aqueous sodium bicarbonate.The organic phase was concentrated to get ethyl 4-((2-acetamidopyridin-4-yl)amino)-2-chloropyrrolo[2, 1 -J] [1 ,2,4]triazine-5-carboxylate (1.4 g, 3.74 mmol, 48.6 %yield) as a white solid. LCMS m/z 375.1 (M+H); rt 1.25 mm; Conditions B

According to the analysis of related databases, 75279-39-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); A1;,
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.98139-15-2, name is 4-Aminopicolinonitrile, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.COA of Formula: C6H5N3

To ethyl 3-fluoro-l -methyl -4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2- carboxylate (128 mg, 0.37 mmol)and 4-aminopyridine-2-carbonitrile (57.2 mg, 0.48 mmol) dissolved in dry THF (20 mL) at 0C under nitrogen atmosphere, lithium (0240) bis(trimethylsilyl)amide in toluene (1.5 mL, 1 M, 1.478 mmol) was added. The mixture was stirred 1 hour at 0C and further overnight at room temperature. The reaction mixture was quenched with NH4C1 solution (30 mL) and extracted with EtOAc (50 mL), diluted with brine (50 mL) and extracted again with EtOAc (50 mL). The combined organic layers were dried over sodium sulphate, filtered and concentrated. The residue (dissolved in 1 mL DMF) was purified by column chromatography on silica gel using a 120g Reveleris cartridge with a gradient from 10 till 100% EtOAc in heptane. The product fractions were concentrated and the solid residue was crystallised from warm methanol (20 mL) upon addition of water. The light yellow crystals were filtered off and dried in vacuo at 50C overnight, resulting in compound 18 (47 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.18 (d, J=6.8 Hz, 3 H), 3.82 (s, 3 H), 3.93 – 4.04 (m, 1 H), 7.62 (d, J=4.4 Hz, 1 H), 7.91 (dd, J=5.7, 2.2 Hz, 1 H), 8.21 (d, J=1.8 Hz, 1 H), 8.60 – 8.69 (m, 2 H), 10.72 (s, 1 H). Method D: Rt: 1.70 min. m/z: 418.0 (M-H)~ Exact mass: 419.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); 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. 84199-61-1, name is 3-Acetyl-2-bromopyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Acetyl-2-bromopyridine

Step 1: To a solution of 4-chloro-2-nitroaniline (474mg, 2.75mmol), 1-(2-bromopyridin-3- yl)ethanone (500mg, 2.500mmol), Pd2(dba)2 (114mg, 0.125mmol), (9,9-dimethyl-9H-xanthene- 4,5-diyl)bis(diphenylphosphine) (Xantphos) (217mg, 0.375mmol), cesium carbonate (3.2g, 10.00mmol) in 1,4-dioxane (10mL) was degassed by bubbling nitrogen through the reaction mixture. The mixture was heated to reflux and left overnight and then cooled to RT. Boc2O (818mg, 3.75mmol) and DMAP (458mg, 3.75mmol) were added and stirred for 3-4 h. When the reaction was complete it was diluted with dichloromethane and filtered through a pad of celite washed three times with dichloromethane, and the solvent removed to afford crude tert-butyl (3- acetylpyridin-2-yl)(4-chloro-2-nitrophenyl)carbamate as a solid which was used in the next step without further purification. MS: 392 (M+1).

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, 84199-61-1, 3-Acetyl-2-bromopyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WITTER, David, J.; BIFTU, Tesfaye; BIJU, Purakkattle; BOGEN, Stephane, L.; HONG, Qingmei; HUANG, Chunhui; HUANG, Xianhai; LI, Bing; PARK, Min, K.; SLOMAN, David, L.; (104 pag.)WO2017/74914; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1187830-47-2, 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.1187830-47-2, name is 4,5,6,7-Tetrahydro-2H-pyrazolo[4,3-b]pyridine hydrochloride, molecular formula is C6H10ClN3, molecular weight is 159.62, as common compound, the synthetic route is as follows.

a) 4,5,6,7-Tetrahydro-2H-pyrazolo[4,3-b]pyridine.HCl (319 mg, 2 mmol) was combined with Boc2O (480 mg, 2.2 mmol) and K2CO3 (1.3 mL, 3 M aqueous, 2 equiv) in CH2Cl2 (10 mL). After 15 hours, the starting amine was consumed (LCMS). The reaction slurry was washed with brine and the organic layer was dried on MgSO4, filtered, and concentrated to give a viscous yellow oil (446 mg, 96%) that was used without further purification. MS: (ES) m/z calculated for C11H18N3O2 [M+H]+ 224.1, found 224.2.

Statistics shows that 1187830-47-2 is playing an increasingly important role. we look forward to future research findings about 4,5,6,7-Tetrahydro-2H-pyrazolo[4,3-b]pyridine hydrochloride.

Reference:
Patent; ChemoCentryx, Inc.; Chen, Xi; Dragoli, Dean R.; Fan, Pingchen; Li, Yandong; Powers, Jay P.; Punna, Sreenivas; Tanaka, Hiroko; Zhang, Penglie; US2014/57937; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1111637-74-1, 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.1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, molecular formula is C7H5BrFNO, molecular weight is 218.02, as common compound, the synthetic route is as follows.

Step 4. (R,E)-N-(1-(5-bromo-2-fluoropyridin-3-yl)ethylidene)-2-methylpropane-2-sulfinamide To a solution of 1-(5-bromo-2-fluoropyridin-3-yl)ethanone (10.93 g, 50.1 mmol) in THF (100 ml) was added (R)-(+)-2-methyl-2-propanesulfinamide (12.15 g, 100 mmol) and titanium (IV)-ethoxide (20.75 mL, 100 mmol). The resulting mixture was then heated at reflux for 1 h. The mixture was cooled to RT and brine (300 mL) was added. The mixture was stirred at RT for 15 min, then filtered and the solid was washed with DCM (2*100 mL). The organic layer was collected and the aqueous layer was dried over MgSO4 and concentrated. The residue was then dissolved in DCM (10 mL) and purified by silica gel chromatography, eluent 0%-100% EtOAc/hexane, to give 14.9 g of the title compound as a yellow solid. MS (ESI, positive ion) m/z: 321, 323 (M+H).

Statistics shows that 1111637-74-1 is playing an increasingly important role. we look forward to future research findings about 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem