Category: pyridine-derivatives

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. 94805-51-3, name is 2-Oxo-1,2-dihydropyridine-4-carbonitrile, molecular formula is C6H4N2O, 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. Computed Properties of C6H4N2O

Int-3 1-(6-Methoxy-3′-nitro-biphenyl-3-ylmethyl)-2-oxo-1,2-dihydro-pyridine-4-carbonitrile Into a 100 mL RBF with stir bar was added Int-2 (2.76 g, 8.55 mmol), 2-Hydroxy-isonicotinonitrile (934 mg, 7.78 mmol), K2CO3 (2.36 g, 17.11 mmol), and DME (30 mL). The suspension was stirred for 18 hours at 80 C. and then RT for 2 days. The reaction was filtered, the filtrate was concentrated and the resulting solid was triturated with ether to give 2.12 g (75%) of Int-3 as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta=8.29 (s, 1H), 8.20 (dd, J=1.3, 8.3 Hz, 1H), 8.12 (d, J=7.1 Hz, 1H), 7.93 (d, J=7.8 Hz, 1H), 7.73 (t, J=8.0 Hz, 1H), 7.49 (d, J=2.0 Hz, 1H), 7.43 (dd, J=1.9, 8.5 Hz, 1H), 7.16 (d, J=8.6 Hz, 1H), 7.04 (d, J=1.3 Hz, 1H), 6.56 (dd, J=1.7, 7.0 Hz, 1H), 5.12 (s, 2H), 3.79 (s, 3H). LC/MS=96.1%, 361.0 (APCI-).

With the rapid development of chemical substances, we look forward to future research findings about 94805-51-3.

Reference:
Patent; DECODE GENETICS EHF; US2009/136473; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 66909-29-3, 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. 66909-29-3, name is 6-Chloro-5-methylnicotinic acid, molecular formula is C7H6ClNO2, 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.

(61a) 5-(Azetidin-1-ylcarbonyl)-2-chloro-3-methylpyridine Commercially available 6-chloro-5-methylnicotinic acid (200 mg, 1.29 mmol) was dissolved in dichloromethane (7.0 mL), and azetidine hydrochloride (160 mg, 1.71 mmol), HATU (1000 mg, 2.63 mmol) and N,N-diisopropylethylamine (0.69 mL, 3.96 mmol) were added, followed by stirring at room temperature overnight under nitrogen atmosphere. 0.5N hydrochloric acid (30 mL) was added, and extraction was carried out with dichloromethane (30 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=60%-75%) to afford the desired compound (160 mg, yield 64%) as a colorless liquid. 1H-NMR (CDCl3, 400 MHz): delta 2.32 (3H, s), 2.36-2.42 (2H, m), 4.24 (2H, t, J=7.6 Hz), 4.35 (2H, t, J=7.6 Hz), 7.95 (1H, dd, J=9.3, 1.0 Hz), 8.26 (1H, d, J=1.0 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 66909-29-3, 6-Chloro-5-methylnicotinic acid.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2239253; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16063-70-0, 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. 16063-70-0, name is 2,3,5-Trichloropyridine. A new synthetic method of this compound is introduced below.

At room temperature, 2,3,5-trichloropyridine (20 g, 109 mmol) and 2-methoxyphenylboronic acid (21.5 g, 141.7 mmol) are added to a 2-neck flask.Pd (PPh 3) 4 (5.04 g, 5.67 mmol) and potassium fluoride (15.8 g, 272.5 mmol) are added.After addition of 300 ml of toluene, the mixture was stirred at 100 C for 5 hours. After completion of the reaction, the solution is filtered through silica.Column chromatography after solvent removal (MC: Hexane = 1: 1)After purification, an oil type transparent compound S-1 (32.6 g, yield 90%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16063-70-0, its application will become more common.

Reference:
Patent; Doosan Co., Ltd; Shin Hwan-gyu; Park Jeong-geun; (76 pag.)KR2019/76376; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 929000-66-8, 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.929000-66-8, name is 3-Bromo-6-chloropyridine-2-carboxylic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.4505, as common compound, the synthetic route is as follows.

Tosyl chloride (7.7 g, 40.4 mmol) was added to a solution of 2-chloro-5- bromo picolinic acid (4 g, 17 mmol) and pyridine (9.2 mL, 114 mmol) in 33 mL of t-BuOH at 00C. The reaction was then stirred at room temperature for 12 hours. NaHCO3Sat was then added and the mixture was extracted with ethyl acetate (3 times). The combined organic phases were washed with brine and dried over Na2SO4. Concentration afforded the desired compound 12 IA (quantitative). It was used in the next step without further purification: 1H NMR (300 MHz, CDCl3) ?7.85 (d, IH), 7.26 (d, IH), 1.63 (s, 9H).

Statistics shows that 929000-66-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-6-chloropyridine-2-carboxylic acid.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 872-85-5, name is 4-Pyridinecarboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 872-85-5

EXAMPLE 101 A mixture consisting of 25 g of isonicotine aldehyde, 82 g of ethyl (triphenylphosphoranilidene)acetate and 300 ml of toluene is stirred at 100 C. for 3 hours. After cooling, the deposited crystals are removed by filtration, and the filtrate is concentrated under reduced pressure. A mixture of ethyl acetate and petorleum ether (1:1, 400 ml) is added to the residue, and the mixture is extracted with 500 ml of 5% hydrochloric acid. The aqueous solution portion is extracted with 50 ml of ethyl acetate, followed by neutralization with potassium carbonate and cooling. The deposited crystals are collected by filtration and dried to give 34 g of 3-(4-pyridyl)acrylate as colorless prisms. m.p. 64-66 C.

With the rapid development of chemical substances, we look forward to future research findings about 872-85-5.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4638000; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6969-71-7, 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 6969-71-7, name is [1,2,4]Triazolo[4,3-a]pyridin-3(2H)-one. This compound has unique chemical properties. The synthetic route is as follows.

2-(3-Bromopropyl-1,1,3,3-d4)-[1,2,4}triazolo[4,3-a]pyridin-3(2H)-one: A mixture of [1,2,4]triazolo[4,3-a]pyridin-3-(2H)-one (0.300 g, 2.22 mmol), 1,3-dibromopropane-1,1,3,3-d4 (0.453 g, 2.20 mmol), potassium carbonate (1.220 g, 8.88 mmol) and acetonitrile (10 mL) was heated at about 60 C. for about 18 hours. The mixture was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo, and the resulting crude residue was purified by column chromatography on neutral alumina (15% ethyl acetate in petroleum ether) to yield the title product as an off-white solid (0.180 g, 31%). 1H NMR (400 MHz, CDCl3) delta 2.39 (s, 2H), 6.47-6.53 (m, 1H), 7.07-7.12 (m, 2H), 7.77 (d, J=7.2 Hz, 1H); IR (KBr) nu 3094, 3045, 1710, 1637, 1531, 1437, 1348 cm-1; MS 260, 262 [(M+1), (M+3)].

According to the analysis of related databases, 6969-71-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/209550; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100-54-9, 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. 100-54-9, name is Nicotinonitrile, 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.

General procedure: Sodium bicarbonate (5.88 g, 70 mmol) was added in portionsto a solution of 4.79 g hydroxylamine hydrochloride(70 mmol) in 20 cm3 of water. A solution of aryl nitriles(35 mmol) in 50 cm3 of ethanol was then added, and themixture stirred under reflux for 6 h. The precipitate formedwas filtered off and purified by crystallization from ethanol.Melting points of compounds 1b-1f were in agreementwith the literature values [23, 25-28].

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 100-54-9, Nicotinonitrile.

Reference:
Article; Dinesha; Viveka, Shivapura; Khandige, Prasanna S.; Nagaraja, Gundibasappa K.; Monatshefte fur Chemie; vol. 147; 2; (2016); p. 435 – 443;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6311-35-9, 6-Bromonicotinic acid, 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, Computed Properties of C6H4BrNO2, blongs to pyridine-derivatives compound. Computed Properties of C6H4BrNO2

Preparation 66-Brom o-nicotinam ideTo a solution of 6-bromo-nicotinic acid (4.8g, 23.8 mmol) in dimethylsulfoxide (20ml) was added at room temperature carbonyldiimidazole (4.8g, 29.6 mmol), and the mixture stirred for 16 hours. To the mixture was added dropwise, with cooling in ice bath, 0.880 ammonia solution (40ml), then the mixture stirred for 1 hour, then poured into water (20ml). The precipitate was filtered, washed with water and dried in vacuo to give the title product as a white solid in 81% yield, 3.9g.1 HNMR(DMSO-D6, 300MHz) delta: 7.66(br.s, 1H), 7.73(d, 1H), 8.09(m, 1H), 8.15(br.s, 1H), 8.78(d, 1 H). micro analysis found (%); C(36.00), 1-1(2.60), N(13.67); C6H5N2Br requires (%); C(35.84), H(2.51), N(13.93)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6311-35-9, 6-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2007/52124; (2007); 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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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. Computed Properties of C7H5BrN2

Step-i: 5-Bromo-3-iodo-1H-pyrrolo[2.3-b ]pyridinePCT/IB2013/0553885-Bromo-1H-pyrrolo[2,3-b]pyridine (5 g, 25 mmol) was dissolved in anhydrous acetone (7510 ml) and added N-iodo succinimide (6.18 g, 27.5 mmol) under nitrogen atmosphere and stirredat RT for 2 h. The reaction was monitored by TLC (10% Ethyl acetate in hexane). Thereaction mixture was cooled to RT and filtered, washed with cold acetone (50 ml) and driedunder vacuum to afford 7.05 g (87% yield) of 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.MS: m/z = 324.6 (M+1); HPLC: 91.11% in method B.

With the rapid development of chemical substances, we look forward to future research findings about 183208-35-7.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; UM PHARMAUJI SDN. BHD; GUMMADI, Venkateshwar, Rao; HOSAHALLI, Subramanya; NANDURI, Srinivas; AGGUNDA RENUKAPPA, Girish; WO2014/6554; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine, 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, Formula: C6H5F3N2, blongs to pyridine-derivatives compound. Formula: C6H5F3N2

Thionyl chloride (31 mL, 0.43 mol) was slowly added to 175 mL, of water at 0 C. During the addition the temperature was maintained between 0-5 C. After addition the solution was warmed to 15 C. and 0.47 g (4.8 mmol) of CuCl was added. The solution was diluted with 100 mL of water and cooled back to 0 C. A solution of 7.21 g (0.10 mol) of NaNO2 in 100 mL, of water was slowly added to a solution of 15.39 g (0.10 mol) of 5-amino-2-(trifluoromethyl)pyridine (95) in 125 mL of conc. HCl at 0 C. During addition the temperature was maintained between 0-5 C. This mixture was then slowly added to the above prepared solution so as to maintain a temperature between 0-5 C. A voluminous precipitate formed. The mixture was stirred for an additional 30 min after addition and the solid was then collected by filtration. The solid was washed with water and dissolved in CHCl3. The solution was dried over MgSO4, filtered and the solvent was removed to afford 18.03 g (77%) of sulfonyl chloride (83) as a tan solid. 1H NMR (CDCl3) delta 9.34 (d, J=2.2 Hz, 1 H), 8.53 (dd, J=8.4, 2.2 Hz, 1H), 7.98 (d, J=8.4 Hz, 1H).

The synthetic route of 106877-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Konradi, Andrei W.; Probst, Gary; Aubele, Danielle L.; Garofalo, Albert W.; Hom, Roy; Neitzel, Martin L.; Semko, Christopher M.; Truong, Anh P.; US2008/21056; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem