Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 15128-82-2, 2-Nitropyridin-3-ol, 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, 15128-82-2, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Nitropyridin-3-ol

300 g of TM2, 205 g of SM2 and 540 g of triphenylphosphine were dissolved in 2 L of THF and 361 g of DEAD was added dropwise at 0 C. After completion of the dropwise addition, the mixture was stirred at room temperature for two hours, and the reaction was complete by TLC (PE / EA = 3: 1).The ethyl acetate layer was dried and concentrated to 2 C to 0 C to precipitate a large amount of solid which was collected by filtration and the filtrate was concentrated to a final concentration of ethyl acetate. 1L. After cooling, the solid was separated. The solids were collected by filtration twice, washed with PE / EA = 5: 1 and filtered to remove solids (about 500 g), and the filtrate was evaporated to remove the solvent.Column chromatography gave 400 g of TM3 (pale yellow solid, eluent PE / EA = 7: 1) in 80% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15128-82-2, its application will become more common.

Reference:
Patent; JINAN TRIO PHARMATECH CO LTD; SUN, XUEYING; LI, JIE; LI, WANHU; GAO, YANFANG; YANFANG, KUN; (17 pag.)CN103664896; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 769-28-8 , The common heterocyclic compound, 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

The titledproduct was obtained from carbonitrile B7c according to the general procedure describedpreviously for the reduction reaction of carbonitrile as a light yellow solid (6.3 g). The crude product was dissolved with menthol in ice bath below 0 C, the 4 N hydrogenchloride ethanol solution (20 mL) was added dropwise. The stirring was continued for 60min, and the solid filtered off and washed with ethanol. After drying, hydrochloride saltwas obtained as a white solid (5.0 g, 97%). 1H NMR (600 MHz, DMSO-d6) delta (ppm): 11.84(br, 1H), 8.04 (s, 3H), 5.97 (s, 1H), 3.77 (s, 2H), 2.21 (s, 3H), 2.16 (s, 3H). Compounds B1~B5were obtained from different carbonitrile (B6a-c, B7a-b) to provide the correspondingproducts according to the general procedure described previously for the reductionreaction of carbonitrile.

The synthetic route of 769-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Guoliang; Du, Fangyu; Sun, Wenjiao; Wang, Lihui; Wu, Chunfu; Yang, Cheng; Zhou, Qifan; Molecules; vol. 25; 9; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109-09-1, 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. 109-09-1, name is 2-Chloropyridine, molecular formula is C5H4ClN, 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.

Example 21 was repeated in the absence of zinc chloride. A yield in moles of 4-(2′-pyridyl)benzaldehyde of 26% was obtained relative to the 2-chloropyridine added, palladium turnover of 520.

According to the analysis of related databases, 109-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Euticals Prime European Therapeutical SpA; US6765097; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 272-23-1, Adding some certain compound to certain chemical reactions, such as: 272-23-1, name is Thieno[2,3-b]pyridine,molecular formula is C7H5NS, 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 272-23-1.

Thieno[2,3-b]pyridine-2-carbaldehyde: In an atmosphere of argon a mixture of 1.3 mL (2.08 mmol) of 0.8 M n-butyllithium in hexane and 0.3 mL (3.3 mmol) of N,N,N?,N?-tetramethylethylenediamine was stirred magnetically at room temperature for 30 minutes, diluted with 5 mL of hexane, cooled in a bath of dry ice-ethanol, and treated (with vigorous stirring) dropwise (from a syringe with a small needle) with 0.23 g (1.7 mmol) of thieno[2,3-b] pyridine. The mixture was stirred in the bath for 7 h longer and then for 12 h while it warmed to room temperature. It was cooled in ice, treated with 0.15 g (2.1 mmol) of dimethylformamide, stirred for one hour, and then treated successively with 1 mL of ethanol, 3 mL of saturated aqueous ammonium chloride solution, and 4 mL of water. The layers were separated. The organic layer (plus chloroform extracts of the aqueous layer) was dried (magnesium sulfate) and evaporated. The residue was triturated with hexane to give 0.18 g (66%) of brown solid; m.p. 131.5-132.5 C. Recrystallizations from ethanol (once with charcoal) gave white needles. 1H NMR (300 MHz, CDCl3) ppm 7.41 (dd, J = 4.5 Hz, 8.1 Hz, 1 H), 7.99 (s, 1 H), 8.24 (dd, J = 1.8 Hz, 8.1 Hz, 1 H), 8.73 (dd, J = 1.8 Hz, 4.5 Hz, 1 H), 10.12 (s, 1 H). 13C NMR (75 MHz, CDCl3) ppm 120.7, 131.8, 132.3, 134.0, 143.2, 150.5, 163.8, 185.0. IR (CHCl3, cm-1) 1682 (C=O). MS (EI, 70 eV): m/z [%] = 162[M]+ (100), 134[M-CO]+ (26). HRMS (FAB+) calculated for C8H6NOS [M+1] 164.0170, found 164.0167.

According to the analysis of related databases, 272-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113118-81-3 ,Some common heterocyclic compound, 113118-81-3, molecular formula is C6H4BrNO, 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.

Steps 1 (0824) To a mixture of 5-bromopyridine-3-carbaldehyde (XXXVIII) (6.00 g, 32.26 mmol, 1.0 eq), 3,3-difluoropyrrolidine (5.56 g, 38.71 mmol, 1.20 eq) and TEA (5.39 mL, 38.71 mmol, 1.2 Eq) in DCE (200 mL) was stirred at room temperature for 30 min, then added sodium triacetoxyborohydride (10.25 g, 48.38 mmol, 1.50 eq) in one portion at room temperature under N2. The mixture was stirred at room temperature for 6 hours. TLC showed the reaction was complete. The reaction was quenched with 1N NaOH (100 mL), extracted with DCE (100 mL¡Á2). The combined organic layers were washed with brine (100 mL), dried and concentrated. The residue was purified by silica gel chromatography (column height: 50 mm, diameter: 50 mm, 300-400 mesh silica gel, DCM/MeOH=30/1?20/1) to give 3-bromo-5-((3,3-difluoropyrrolidin-1-yl)methyl) pyridine (XL): Yellow oil (8.00 g, 28.9 mmol, 89.5% yield). 1H NMR (CDCl3, 400 MHz) delta ppm 2.30 (spt, J=7.2 Hz. 2H), 2.75 (t, J=6.8 Hz, 2H), 2.91 (t, J=13.2 Hz, 2H), 7.85 (s, 1H), 8.45 (s, 1H), 8.59 (d, J=2 Hz, 1H); ESIMS found for C10H11BrF2N2 m/z 277.0 (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. 113118-81-3, 5-Bromonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (268 pag.)US2016/68529; (2016); A1;,
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. 62226-17-9, name is 4-Chlorothieno[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Formula: C7H4ClNS

To a 100 ml three-necked flask was added 4-chlorothiophene [2,3-b]pyridine (5 g, 0.029 mol), Acetic acid (20 ml), bromine (9.28 g, 0.058 mol) was added dropwise at room temperature. After the completion of the dropwise addition, the reaction was carried out for 18 hours, and after the TLC monitoring reaction was completed, a saturated sodium sulfite solution was added.The mixture was extracted with EtOAc. The concentrated solvent was purified by silica gel column chromatography to afford Intermediate int9 (6.319 g, yield 87%).

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu Haichuang Pharmaceutical Co., Ltd.; Fan Lei; Du Wu; Xu Kexin; Chen Ke; Wang Fei; Wu Xiaoquan; Luo Tongchuan; Zhang Shaohua; Li Xinghai; Chen Yuanwei; (67 pag.)CN108659000; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98-98-6, 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. 98-98-6, name is Picolinic acid. A new synthetic method of this compound is introduced below.

Description 1; 3-Iodo-2-pyridinecarboxylic acid (D1); To a stirred solution of 2,2,6,6-tetramethylpiperidine (20 ml, 0.122 mol) in dry THF (100 ml) at -78¡ã C., under argon was added n-butyllithium (52 ml, 0.163 mol, 2.5M solution in hexanes) dropwise, followed 15 min later by a solution of 2-pyridinecarboxylic acid (5.0 g, 0.0407 mol) in dry THF (30 ml). After 10 min at -78¡ã C., the reaction mixture was warmed to 0¡ã C. for 30 min. and then transferred to a solution of iodine (30.9 g, 0.243 mol) in dry THF (70 ml) at 0¡ã C., under argon. After 15 min at 0¡ã C. the reaction mixture was warmed to 25¡ã C. and stirred for 1 h. After this period water (80 ml) was added and the reaction mixture concentrated in vacuo. The residue was re-dissolved in water (100 ml) and washed with EtOAc (100 ml). The aqueous layer was separated, concentrated in vacuo and the resulting residue triturated with diethyl ether. The solid material was filtered and dried in vacuo before being re-dissolved in MeOH (200 ml). To this solution was added Amberlyte IR-120 ion-exchange resin (100 g) and the reaction mixture stirred at 25¡ã C. for 2 h. After this period the resin was filtered off and the solvents concentrated in vacuo to afford the title compound (4.15 g, 41percent). deltaH (DMSO-d6, 250 MHz) 6.79 (1H, bs) 7.28 (1H, dd), 8.37 (1H, dd), 8.58 (1H, dd). MS (ES): C6H41NO2 requires 249. found (M-H+) 248.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98-98-6, its application will become more common.

Reference:
Patent; Glaxo Group Limited; US2008/312209; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 769-54-0, 3-Fluoro-4-nitropyridine 1-oxide, 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: C5H3FN2O3, blongs to pyridine-derivatives compound. Formula: C5H3FN2O3

Under ice-cooling, 3-fluoro-4-nitropyridine 1-oxide (9.75 g, 61.7 mmol) with the eyeThe mixed suspension of ethanol (145 mL), 28% sodium methoxide methanol solution (11.9 g, 61.7 mmol) was added. The temperature was raised to room temperature, the mixture was stirred at the same temperature for 1 hour. Reduced pressure methanolWas distilled off under Water (50 mL) was added and extracted with chloroform to the residue. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the solvent was evaporated under reduced pressure to obtain the desired product (9.54 g, 91% yield).

The synthetic route of 769-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISHIHARA SANGYO KAISHA LIMITED; KIRIYAMA, KAZUHISA; JUKUROGI, TATSUYA; UMEMOTO, NAO; KANI, TATSUYA; MATSUDA, YOKO; TANAKA, KUMINO; (64 pag.)JP2016/11294; (2016); A;,
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.7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, molecular weight is 150.0059, as common compound, the synthetic route is as follows.Product Details of 7379-35-3

To a solution of 4-aminothiophenol (20.2 g, 156.5 mmol) in anhydrous DMF (200 mL) was added 4-chloropyridine hydrochloride (24.4 g, 161.0 mmol) followed by potassium carbonate (44 g, 318.4 mmol). The reaction mixture was heated at 80¡ã C. overnight, then diluted with ethyl acetate (400 mL) and water (400 mL). The aqueous layer was back-extracted with ethyl acetate (2.x.200 mL). The combined organic layers were washed with a saturated aqueous NaCl solution (200 mL), dried over anhy MgSO4, and concentrated under reduced pressure. The residue was filtered through a pad of silica with ethyl acetate and the resulting material was triturated with an ethyl ether/hexane solution to afford the desired product (24.7 g, 78percent). TLC (50percent ethyl acetate/50percent hexane) Rf=0.25; 1H-NMR (DMSO-d6) delta5.67 (bs, 2H), 6.65 (d, J=8.4 Hz, 2H), 6.88 (d, J=6.2 Hz, 2H), 7.19 (d, J=8.4 Hz, 2H), 8.27 (d, J=6.2 Hz, 2H), MS[M+H]+=203.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CORPORATION; US2004/2508; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55717-45-8 ,Some common heterocyclic compound, 55717-45-8, molecular formula is C5H4BrNO, 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.

A mixture of benzylbromide (3.24g, 18.97mmol), 6-bromopyridin-3-ol (3g, 17.24mmol) and cesium carbonate (8.43 g, 25.90 mmol) in dry acetonitrile (50 mL) was stirred overnight at room temperature. After the completion of the reaction, the reaction mixture was diluted with ethyl acetate (80 mL) and filtered. The filtrate was concentrated under vacuum to afford the title compound (4.05 g). Yield: 89% JH NMR (300 MHz, CDCI3): delta 8.15 (s, 1H), 7.42-7.37 (m, 5H), 7.19-7.15 (m, 1H), 5.11 (s, 2H).

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. 55717-45-8, 6-Bromopyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; DEORE, Vijaykumar, Bhagwan; YEWALKAR, Nilambari Nilkanth; (119 pag.)WO2016/12965; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem