Day: May 28, 2021

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

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

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

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 69872-17-9, 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 69872-17-9, name is 4-Bromo-1H-pyrrolo[2,3-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of compound 4-bromo-1H-pyrrolo[2,3-c]pyridine (D16) (20.4 g), Zn(CN)2 (12.2 g) and Zn dust (1.4 g) in DMF (300 mL) was added Pd(dppf)CI2 (8.5 g). The reaction mixture was heated to 120 0C and stirred at that temperature for 2 h. The mixture was diluted with water, extracted with EtOAc. The organic layers were washed with water and brine, dried over anhydrous Na2SO4 , evaporated and purified on column chromatography to afford 1H-pyrrolo[2,3-c]pyridine-4-carbonitrile (D17) as white solid (3.9 g). deltaH (DMSO-d6, 400MHz): 6.69 (1 H, d), 7.93 (1 H, d), 8.57 (1 H, s), 9.01 (1 H, s), 12.30 (1H, s); MS (ES): C8H5N3 requires 143; found 144.0 (M+H+)

According to the analysis of related databases, 69872-17-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; LIN, Xichen; MENG, Qinghua; ZHANG, Haibo; LI, Chengyong; WO2010/145201; (2010); 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.1060808-92-5, name is 6-Bromo-4-chloronicotinic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.45, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To 6-bromo-4-chloro-pyridine-3-carboxylic acid (205 mg, 0.865 mmol), (3-fluoro-5-isobutoxy-phenyl)boronic acid (184 mg, 0.865 mmol), and palladium;triphenylphosphane (30.0 mg, 0.0260 mmol) in dioxane (4 mL) was added solution of potassium carbonate (1.73 mL of 2 M, 3.46 mmol) under an atmosphere of nitrogen and the reaction mixture was stirred at 80 C. for 10 h. The reaction mixture was concentrated under reduced pressure, partitioned between water (15 mL) and EtOAc (15 mL). The aqueous layer was acidified with HCl and washed with EtOAc (3×15 mL). The combined organic layers was washed with brine (1×25 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The solid obtained was washed with hexanes to give 4-chloro-6-(3-fluoro-5-isobutoxy-phenyl)pyridine-3-carboxylic acid (232 mg, 83%) as a tan solid. ESI-MS m/z calc. 323.07245. found 324.1 (M+1)+. Retention time: 0.74 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1060808-92-5, 6-Bromo-4-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Miller, Mark Thomas; Anderson, Corey; Arumugam, Vijayalaksmi; Bear, Brian Richard; Binch, Hayley Marie; Clemens, Jeremy J.; Cleveland, Thomas; Conroy, Erica; Coon, Timothy Richard; Frieman, Bryan A.; Grootenhuis, Peter Diederik Jan; Gross, Raymond Stanley; Hadida-Ruah, Sara Sabina; Haripada, Khatuya; Joshi, Pramod Virupax; Krenitsky, Paul John; Lin, Chun-Chieh; Marelius, Gulin Erdgogan; Melillo, Vito; McCartney, Jason; Nicholls, Georgia McGaughey; Pierre, Fabrice Jean Denis; Silina, Alina; Termin, Andreas P.; Uy, Johnny; Zhou, Jinglan; (590 pag.)US2016/95858; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 873107-98-3, 5-Iodo-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, Safety of 5-Iodo-2-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Safety of 5-Iodo-2-(trifluoromethyl)pyridine

A mixture of 5-iodo-2-(trifluoromethyl)pyridine (0.1 1 g, 0.39 mmol), Intermediate 21 (100 mg, 0.33 mmol), Pd2(dba)3 (15 mg, 0.02 mmol), xantphos (9.4 mg, 0.02 mmol) and Cs2C03 (0.21 g, 0.65 mmol) in anhydrous dioxane (10 mL) was heated at 100C for 19 hrs. The reaction mixture was cooled to ambient temperature, concentrated in vacuo and the crude product purified by chromatography on the Biotage Companion (40 g column, 0 to 60%, EtOAc in isohexane) and the further purified by chromatography on the Biotage Companion (12 g column, 0 to 5% methanol in DCM) to afford the title compound as a solid (45 mg). LCMS (Method A): Two peaks at 2.25 min and 2.49 min, 453/455 [M+H]+. 1H NMR (400 MHz, DMSO-d6) 8.17-8.10 (m, 1 .59 H), 8.06 (s, 0.91 H), 8.03-7.95 (m, 0.32 H), 7.95-7.86 (m, 0.62 H), 7.83 (d, 0.08 H), 7.79 (d, 0.32 H), 7.74-7.64 (m, 0.81 H), 7.54 (d, 0.67 H), 7.50-7.40 (m, 1 .07 H), 7.36 (d, 0.12 H), 7.16-7.07 (m, 1 .03 H), 6.92-6.81 (m, 0.84 H), 6.81 -6.72 (m, 0.46 H), 6.70 (bdd, 0.08 H), 6.40 (bm, 0.08 H), 4.62 (bm, 0.32 H), 4.43 (bm, 0.15 H), 3.58 (bm, 0.09 H), 3.35 (bm, 0.52 H), 3.19 (bm, 0.42 H), 3.01 (bm, 0.08 H), 2.88 (s, 2.39 H), 2.83 (s, 0.62 H), 2.68 (bm, 2.12 H), 1.78- 1 .52 (bm, 1.21 H), 1.35 (bm, 0.15 H), 0.97 (m, 1.98 H), 0.89 (t, 0.39 H), 0.51 (t, 0.56 H).

The synthetic route of 873107-98-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; C4X DISCOVERY LIMITED; BLANEY, Emma Louise; MARTIN, Barrie Phillip; NOWAK, Thorsten; WATSON, Martin John; (212 pag.)WO2016/34882; (2016); 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 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,4-Dibromopyridine

Compound 3a (1 g, 4.22 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 8a (1.305 g, 4.22 mmol), tetrakis(triphenylphosphine)palladium (487 mg, 0.422 mmol) and sodium carbonate (894.85 mg, 8.44 mmol) were dissolved in 14 mL of a mixed solvent of toluene, ethanol and water (V/V/V=4:2:1), then the reaction solution was warmed up to 100C and reacted under microwave for 1 hours. The reaction solution was cooled to room temperature, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain the title compound 8b (220 mg, yield: 15.36%).

With the rapid development of chemical substances, we look forward to future research findings about 58530-53-3.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; YU, Shanghai; YANG, Fanglong; YAN, Jingjing; WU, Xiao; HE, Feng; TAO, Weikang; (116 pag.)EP3527570; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-71-2 ,Some common heterocyclic compound, 609-71-2, molecular formula is C6H5NO3, 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 155A 1-butyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid To a solution of 2-hydroxy-nicotinic acid (0.50 g, 3.59 mmol) and potassium hydroxide (0.40 g, 7.13 mmol) in 4:1 methanol: water (6 mL) at room temperature, was added 1-iodobutane (0.74 mL, 6.42 mmol). This solution was heated at 60 C. for 30 minutes, then cooled to room temperature and diluted with water and 1N HCl. The resulting solid was filtered and dried to give the title compound (0.27 g, 39%). MS (DCI/NH3) m/z 196 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 0.91 (m, 3H) 1.30 (m, 2H) 1.69 (m, 2H) 4.10 (m, 2H) 6.73 (m, 1H) 8.27 (dd, J=6.62, 1.84 Hz, 1H) 8.38 (dd, J=7.35, 2.21 Hz, 1H) 14.68 (s, 1H).

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. 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pratt, John K.; Betebenner, David A.; Donner, Pamela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong; US2004/162285; (2004); 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.202348-55-8, name is 6-Methylimidazo[1,2-a]pyridine-2-carbaldehyde, molecular formula is C9H8N2O, molecular weight is 160.1726, as common compound, the synthetic route is as follows.Computed Properties of C9H8N2O

A solution of 3-methoxy-/V-((6-methylimidazo[1 ,2-a]pyridin-2-yl)methylene)aniline in ethanol was prepared by heating a solution of 6-methylimidazo[1 ,2-a]pyridine-2-carbaldehyde (0.160 g; 0.999 mmol) and 3-methoxyaniline (0.1 13 mL; 1.009 mmol) in ethanol (0.5 mL) at 65 C for 24 h. The formation of the imine was quantitative and the solution was used without further purification. ESI/APCI (+): 266 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,202348-55-8, 6-Methylimidazo[1,2-a]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem