Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 1061357-87-6, 6-Bromo-4-iodonicotinonitrile, 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: 1061357-87-6, blongs to pyridine-derivatives compound. Recommanded Product: 1061357-87-6

To a solution of intermediate 27A (060 g, 1.94 mmol) in a mixture of toluene (10 mL) and water (2 mL) was added cyclopropylboronic acid (0.20 g, 2.33 mmoi) followed by K3P04 (0.82 g. 3.88 mmol) and the resulting mixture was degassed for 15 minutes, Palladium(I1) acetate (0.05 g, 0.19 mmol) and tricyclohexylphosphine (0.11 g, 0.39 rnrnol) ware added. The resultingmixture was degassed again for 10 minutes and heated at 140 C for I h in the microwave. The reaction mixture was cooled to ambient temperature and filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep-J2 g, 15-20% EtOAc/n-Hexanes) to obtain Intermediate 27 (010 g, 2308%) as a yellow solid. ?H NMR (400 MHz, DMSO-d6) ppm 0.93 1.02 (rn, I H), 1.04 1.13 (m. 1 H), 1.19 1.35 (m, 2 H), 2.05 221 (rn, I H), 851 (s, I H), 8.75 (s, I H). LCMS Method-D):retention time 2.25 mi [M4-2H1 223.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1061357-87-6, 6-Bromo-4-iodonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58481-11-1, 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 58481-11-1, name is Methyl 2-chloroisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-chloroisonicotinate (5.5 g, 32.05 mmol), (E)-4-fluorostyrylboronic acid (7.98 g, 48.08 mmol), potassium phosphate (3.93 mL, 48.08 mmol) and PdCl2 (dppf) (0.464 g, 0.64 mmol) were split into 5 equal portions and each portion was placed in a microwave reaction vessel. The vessels were evacuated and backfilled with nitrogen. Methanol (15 mL) was added to each vessel, the vessels were sealed and heated in a single node microwave reactor at 100° C. for 10 min each. The contents of the vessels was pooled and water and DCM were added, the phases separated and the aqueous layer was extracted with DCM. The combined organic layers were filtered through a phase separator and evaporated. The residue was purified by automated flash chromatography on a Biotage.(R). KP-SIL 340 g column. A gradient from 6:1 to 4:1 of EtOAc in heptane over 15 CV was used as mobile phase. (E)-Methyl 2-(4-fluorostyryl)isonicotinate (3.88 g, 47percent) was isolated. 1H NMR (400 MHz, cdcl3) delta 3.98 (s, 3H), 7.04-7.18 (m, 3H), 7.52-7.62 (m, 2H), 7.63-7.71 (m, 2H), 7.93 (s, 1H), 8.74 (d, 1H). MS m/z 258 (M+H)+

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 58481-11-1, Methyl 2-chloroisonicotinate.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1190314-85-2 ,Some common heterocyclic compound, 1190314-85-2, molecular formula is C7H5FN2O, 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.

General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.

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. 1190314-85-2, 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Minghua; Ye, Cheng; Liu, Mingliang; Wu, Zhaoyang; Li, Linhu; Wang, Chunlan; Liu, Xiujun; Guo, Huiyuan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2782 – 2787;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]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, Product Details of 183208-35-7, blongs to pyridine-derivatives compound. Product Details of 183208-35-7

Example 2 Preparation of propane-l-suifonic acid-{3-[5-lH-pyrrolo[23-b)pyridine-3-carbonyl]- phenyl}-amide (IV) Charge aluminum chloride (12.5gm, 0.093moles) was charged in to a reaction flask at 0-5C containing dichloromethane (65ml) and stirred for 10-15 min. Prepared solution of 5-bromo- ljy-pyrrolo[2,3-b]pyridine (2.5gm, 0.012moles) in dichloromethane (50ml) was slowly added in to reaction mass at 0-5C over a period of 45min to 1 hr. Reaction mass allowed to warm 5-10C. Solution of 3-(Propane-l-sulfonylamino)-benzoyl chloride (in dichloromethane (50ml)) was added to reaction mass over a period of 45min to 1 hr at 5-10C. Reaction mass stirred at 20-25C for 14hrs to complete reaction. Reaction mass quenched in chilled water (500ml) slowly at below 15C and stirred for 30min. The precipitated product was filtered and washed the wet cake with water. Wet cake was dissolved in mixture of ethyl acetate (100ml) and methanol (20ml) solvent and washed with water for twice. Organic layer was dried over sodium sulphate and distilled off solvent completely to get residue. To the obtained residue hexane was added and stirred for 45min. Precipitated product was filtered on Buchner funnel, washed with hexane and dried at 50-55C to yield the title product. Yield: 3.7g; Chromatographic Purify (By HPLC): 99.28%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHILPA MEDICARE LIMITED; PUROHIT, Prashant; NAGNNATH, Kokare; YENIREDDY, Veera Reddy; AKSHAY KANT, Chaturvedi; (0 pag.)WO2016/83956; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6937-03-7, Methyl 2-aminoisonicotinate, 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, name: Methyl 2-aminoisonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-aminoisonicotinate

Example (Ik-129) 5-Chloro-2-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)isonicotinic acid 1.50 g (9.85 mmol) of methyl 2-aminoisonicotinate (commercially available) are stirred in 15 ml of dimethylformamide and admixed at a temperature of -18 C. in portions with 1.83 g (13.8 mol) of N-chlorosuccinimide. The mixture is then stirred for a further hour at -18 C. For work-up, the total reaction mixture is taken up in ethyl acetate and shaken against an aqueous sodium thiosulphate solution. The organic phase is then washed with water, dried over sodium sulphate and concentrated by evaporation in vacuo. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 383 mg of methyl 2-amino-5-chloroisonicotinate (16%). 1H-NMR (400 MHz, d6-DMSO): delta=8.00 (s, 1H), 6.78 (s, 1H), 6.25 (br. s, 2H), 3.85 (s, 3H) ppm. HPLC-MSa): log P=1.30; mass (m/z)=187 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); 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.6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, molecular weight is 157.6, as common compound, the synthetic route is as follows.Computed Properties of C6H8ClN3

General procedure: In a 50 mL R.B. flask, chalcone (3, 2 mmol) and amidine ( 5, 2 mmol) in the presence of base NaH (3 mmol) were stirred in DMF (10 ml) at 135-140 oC. After the completion of reaction, reaction mixture was poured in cold water with vigorous stirring and neutralized it with N/5 HCl solution. The precipitate was filtered and dried. The crude was purified by column chromatography with a mixture of chloroform-methanol to give the desired product 6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6345-27-3, Isonicotinimidamide hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Pathak, Vinay; Maurya, Hardesh K.; Sharma, Sandeep; Srivastava, Kishore K.; Gupta, Atul; Bioorganic and Medicinal Chemistry Letters; vol. 24; 13; (2014); p. 2892 – 2896;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1052271-60-9 , The common heterocyclic compound, 1052271-60-9, name is 8-Bromoimidazo[1,5-a]pyridine, molecular formula is C7H5BrN2, 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 12; 8-(2-methoxyphenyl)H-imidazo[1,5-a]pyridine8-bromo-H-imidazo[1,5-a]pyridine (0.1 g, 0.5 mmol, 1 eq) was dissolved in 10 mL of DME and kept under an argon atmosphere. To that solution [Pd(PPh3)4] (0.025 mmol, 0.05 eq), 2-methoxyphenyl boronic acid (0.114 g, 0.75 mmol, 1.5 eq) and an aqueous NaOH solution (0.2M, 5 mL) were added under stirring. The resulting mixture was refluxed for 24 h. After cooling, the mixture was diluted with water and the aqueous layer was extracted with CHCl3. The organic layers were dried (Na2SO4), filtered and evaporated under reduced pressure. Semi-preparative HPLC-chromatography afforded the pure product.Yield: 0.061 g (55%), 1H-NMR, 500 MHz, CDCl3: delta 3.73 (s, 3H); 6.95-7.04 (m, 4H); 7.28-7.30 (m, 1H); 7.38-7.43 (m, 2H); 8.10-8.12 (m, 1H); 9.07 (s, 1H), MS: m/z 225.3 [M+H]+; HPLC: Method [B]. (214 nm), rt: 4.24 min (97%)

The synthetic route of 1052271-60-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROBIODRUG AG; US2008/234313; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4548-45-2 ,Some common heterocyclic compound, 4548-45-2, molecular formula is C5H3ClN2O2, 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.

Step 1 To a solution of 2-chloro-5-nitropyridine (LVII) (2.0 g, 12.6 mmol) in EtOH (20 mL) was added tert-butyl piperazine-1-carboxylate (LXXII) (7.05 g, 37.9 mmol). The reaction was headed at 70 C. for 16 h. The reaction was concentrated under vacuum and then dissolved in EtOAc. The EtOAc was washed with 1 M NaOH, brine and then dried over MgSO4 to give tert-butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate (LXXIII) as a yellow solid (4.94 g). ESIMS found for C14H20N4O4 m/z 309.0 (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. 4548-45-2, 2-Chloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Mak, Chi Ching; Bollu, Venkataiah; Eastman, Brian; US2015/266825; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1702-18-7 ,Some common heterocyclic compound, 1702-18-7, molecular formula is C6H2Cl2N2, 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 1 Preparation of 6-chloro-3-methylthio-2-pyridinecarbonitrile and 3-chloro-6-methylthio-2-pyridinecarbonitrile 69.2 Grams (g) of 3,6-dichloro-2-pyridinecarbonitrile was dissolved in 250 milliliters (ml) of THF and chilled to about 10 C. Methanethiol (19.2 g) was added and the whole mixture was cooled to about 5 C. While the temperature was maintained at about 0 to 5 C., 44.9 g of t-BuOK in 550 ml of THF was added slowly. After the addition of t-BuOK was complete, the reaction mixture was allowed to warm to room temperature, and was stirred for 3 hours and then poured onto ice, forming a precipitate which was collected by filtration. The precipitate was dissolved in CH2 Cl2, dried, concentrated and diluted with hexane to give 24.7 g of white crystalline material which was subsequently identified by NMR to be 6-chloro-3-methylthio-2-pyridinecarbonitrile. The filtrate from the above-described filtration was then concentrated leaving a solid which was recrystallized twice and filtered (retaining the filtrates after each recrystallization). The solid obtained was identified as 6-chloro-3-methylthio-2 -pyridinecarbonitrile (14.5 g). The retained filtrates were combined and concentrated to give 17.5 g of a mixture of 6-chloro-3-methylthio-2-pyridinecarbonitrile and 3-chloro-6-methylthio-2-pyridinecarbonitrile in a ratio of about 3:1, respectively. The isomers were then separated on a Waters Prep LC500 instrument using 15% ethyl acetate in hexane. The melting point of the 6-chloro-3-methylthio-2-pyridinecarbonitrile isomer was found to be 115-118 C., while 3-chloro-6-methylthio-2-pyridinecarbonitrile was found to have a melting point (m.p.) of 76-80 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. 1702-18-7, 3,6-Dichloropicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Dow Chemical Company; US4558134; (1985); 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. 113682-56-7, name is 1,4-Di(pyridin-4-yl)benzene. A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Di(pyridin-4-yl)benzene

CoCl2 (0.2 mmol), 1,3,5-Tris (4-carboxyphenyl) benzene (0.05 mmol) [BTB], 1,4-Di(4-pyridyl)benzene (0.05 mmol) [DPB] were dissolved in the solvent mixture (6 mL milli-Q water + 4 mL DMF) and it’s pH was 5.0. This reaction mixture was sonicated for 5 min then transferred into a Parr Teflon-lined vessel (23 mL). The vessel was sealed in an autoclave then heated at 120C for 3 days in a programmable oven. Purple coloured needle-shaped crystals of compound 3 were formed. Crystals were washed with milli-Q water and dried under vacuum for further use. Elemental Analysis: The yield of compound 3 is 92% (based on the cobalt metal). Elemental Analysis: Co1.5C46H29N3O8 (840.00), Calculated C, 65.75; H, 3.45; N, 3.52; Experimental C, 65.01; H, 3.70; N, 3.61.

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, 113682-56-7, 1,4-Di(pyridin-4-yl)benzene.

Reference:
Article; Mani, Prabu; Mukharjee, Prashanta; Hegde, Nagabhushan G.; Nath, Ramesh Chandra; Mandal, Sukhendu; Journal of Solid State Chemistry; vol. 265; (2018); p. 123 – 128;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem