Category: 14254-57-0

Application of 14254-57-0, 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. 14254-57-0, name is Isonicotinoyl chloride. A new synthetic method of this compound is introduced below.

To a solution of tert-butyl 4-(aminomethyl)-4-(4-cyclopropylpiperazin-1- yl)piperidine-1 -carboxylate (0.769 mmol, 1.0 equiv.) and triethylamine (2.5 equiv.) in dichloromethane (7 ml) was added isonicotinyl chloride (0.769 mmol, 1.0 equiv.) and the reaction mixture was stirred at room temperature for 2 h. The mixture was diluted with dichloromethane, successively washed with water and brine, dried over sodium sulphate and the solvent evaporated under reduced pressure to obtain the crude product which was purified by silica gel column chromatography. Yield: 70%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14254-57-0, Isonicotinoyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/109364; (2009); 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. 14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, 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. Application In Synthesis of Isonicotinoyl chloride

General procedure: 1 equiv of cinnamamide was dissolved in dry DCM followed byaddition of 3 equiv of Et3N and stirred at 0 C under inert atmosphere.1.5 equiv of isonicotinoyl chloride dissolved in DCM wasdirectly added dropwise to above stirred solution at 0 C. The reactionmixture was stirred for 0.5 h. The reaction progress was monitoredby TLC. After completion of the reaction, the reaction mixturewas diluted with water (30 ml) and extracted with DCM twice. Theorganic layer was washed successively with saturated bicarbonatesolution (220 ml) and brine solution (20 ml). The organic layerwasdried over anhydrous sodium sulfate and was evaporated underreduced pressure. The crude product was recrystallized from ethylacetate and hexane to afford the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 14254-57-0.

Reference:
Article; Patel, Kavitkumar N.; Telvekar, Vikas N.; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 43 – 56;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14254-57-0 ,Some common heterocyclic compound, 14254-57-0, molecular formula is C6H4ClNO, 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.

To a solution of fe/7-butyl 5-(2-(3-aminophenyl)-7-methoxy-6-(3- morpholinopropoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate (0.064g, 0.102 mmol) in CH2Cl2 (4mL), DIEA (0.041g, 0.32mmol) and isonicotinoyl chloride (0.022g, 0.123 mmol) were added were added. The resulting mixture was stirred at RT for 2.5h. The volatiles were removed in vacua and the residue was taken up in CH2CIj (15 mL), washed with NaHCOi solution, water and brine, dried (Na2SO4) and filtered.[0379] The residue was taken up in CH2Cl2 (3 mL) and TFA (3 mL) was added. The mixture was stirred at RT for 2.5 h. The volatiles were removed in vacuo and the residue was washed with Et2O and hexane. The solid was dried under vacuum to give the desired product N-(3-(4-( 1 H-indazol-5-ylamino)-7-methoxy-6-(3-rnorpholinopropoxy)quinazolin -2-yl)phenyl)isonicotinamide (0.073g, 0.098mmol, 96%). MS 63 1 .3 (M+ 1 ). HPLC retention time 3.94 mins

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14254-57-0, its application will become more common.

Reference:
Patent; SURFACE LOGIX, INC.; SWEETNAM, Paul; BARTOLOZZI, Alessandra; CAMPBELL, Anthony; COLE, Bridget; FOUDOULAKIS, Hope; KIRK, Brian; SESHADRI, Hemalatha; RAM, Siya; WO2010/104851; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14254-57-0, 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.14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, molecular weight is 141.5551, as common compound, the synthetic route is as follows.

To a suspension of indigo (1.0 g, 3.8 mmol) in anhydrous ethyl acetate (50m1) containing sodium acetate (0.8 g, 9.5mmol) and zinc (2.49 g, 38 mmol) was added isonicotinoyl chloride (2.0 g, 11.4 mmol). The reaction mixture was allowed to stir for 30 mins at 40C. The suspension was allowed to cool to room temperature and then concentrated to dryness. The residue was extracted with hot acetone. The crude material was purified using flash column chromatography eluting with 20% ethyl acetate: pet ether. The product was isolated as a pale yellow solid and was confirmed by ?H NMR to be the di-substituted product, Compound 22(0.4g, 22%). Mw, C28H18N404, 474.47; ?H NMR (400 MHz, DMSO) oe 11.36 (s, 1H), 11.12 (s, 1H),7.59 (d, J 8.0 Hz, 1H), 7.50 (dd, J 8.1, 0.9 Hz, 1H), 7.46 – 7.41 (d, 8.1 Hz, 1H), 7.36 (d, J=8.1 Hz, 1H), 7.16 (dddd, J= 12.9, 8.2, 7.0, 1.2 Hz, 2H), 7.05 (ddt, J 8.1, 7.0, 1.1 Hz, 2H), 6.84(dd,J= 2.1, 0.8 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 14254-57-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VF JEANSWEAR LP; PUVVADA, Sudhakar; SCHEER, Dennis; HOERTZ, Paul, Gerard; (146 pag.)WO2019/126469; (2019); 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. 14254-57-0, name is Isonicotinoyl chloride. A new synthetic method of this compound is introduced below., Application In Synthesis of Isonicotinoyl chloride

General procedure: To a solution of amine 4 (0.67 g, 1.5 mmol) in DCM/EtOH (150 mL, 4:1) was added triethylamine (0.4 mL, 3.0 mmol) and the appropriate aroyl or benzenesulfonyl halide (1.2 mmol). The mixture was stirred at room temperature under argon for several hours depending on the completion of the reaction,which was checked by tlc. After evaporation of solvent under vacuum, the residue was purified by silica gel chromatography and recrystallized from an appropriate solvent to give the title products.

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, 14254-57-0, Isonicotinoyl chloride.

Reference:
Article; Chen, Po-Ting; Lin, Wen-Po; Lee, An-Rong; Hu, Ming-Kuan; Molecules; vol. 18; 7; (2013); p. 7557 – 7569;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14254-57-0 ,Some common heterocyclic compound, 14254-57-0, molecular formula is C6H4ClNO, 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 solution of (1R,2S,3R,5R)-3-amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride (150. mg, 0.380 mmol) in DCM (10.0 mL) at 0 C. was treated with EtN (0.170 mL, 1.22 mmol) and stirred for 20 min. Isonicotinoyl chloride (88.0 mg, 0.490 mmol) was then added and the mixture was stirred for 2 h. The reaction was treated with saturated aqueous solution of ammonium chloride (50 mL) and extracted with DCM (2¡Á50 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The resulting residue was purified via silica gel chromatography eluting with a gradient of 0 to 10% MeOH in DCM to afford the title compound (100. mg, 60%). LC/MS: Rt=1.49 min, ES+ 461 (FA standard).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14254-57-0, its application will become more common.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2008/51404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14254-57-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 14254-57-0 as follows.

Compound 1 (455 mg, 0.64 mmol) was dissolved in 10 mL of dry dichloromethane,Additional triethylamine (130 mg, 1.28 mmol) was added. Compound 2 (272 mg, 1.92 mmol) was added portionwise to the reaction under ice-water bath conditions. The reaction liquid nitrogen protection, 0 C for half an hour, then at room temperature for 5 hours, TLC detection reaction was complete. To the reaction mixture was added 150 mL of methylene chloride, and the organic phase was washed with saturated brine (150 mL ¡Á 3) and dried over anhydrous sodium sulfate. Suction filtration and distillation under reduced pressure to give the crude product, which was purified by column chromatography with methylene chloride / methanol = 20/1 to obtain 425 mg of the pure product of Intermediate 3 as a yellow solid in a yield of 81.4%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14254-57-0, its application will become more common.

Reference:
Patent; Shandong University; Zhao Baoxiang; Miao Junying; Zhang Xiaofan; Zhao Xuan; (10 pag.)CN106632363; (2017); A;,
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. 14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, 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. Formula: C6H4ClNO

To a solution of N-methyl-4-pyridinamine (334 mg, 3.09 mmol) and isonicotinoyl chloride (550 mg, 3.09 mmol) dissolved in dichloromethane (31 ml), was added triethylamine (1.08 ml, 7.73 mmol) in one portion and the reaction was left stirring overnight at room temperature, until deemed complete by TLC. After 24 hours, NaOH (1M, 30 ml) was added and the layers mixed. The organic layer was further washed with NaOH (1M, 30 ml). The combined aqueous layers were extracted with dichloromethane (30 ml) and the combined organic layers washed with water (30 ml), dried (MgSO4) and the solvent removed in vacuo. The product was purified by flash column chromatography (SiO2; 100% dichloromethane 5% methanol in dichloromethane) to yield the title compound as a colourless solid (750 mg, 90%).

With the rapid development of chemical substances, we look forward to future research findings about 14254-57-0.

Reference:
Article; Fahs, Sara; Rowther, Farjana B.; Dennison, Sarah R.; Patil-Sen, Yogita; Warr, Tracy; Snape, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3430 – 3433;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14254-57-0, 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. 14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, 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 1Synthesis of(3-chloro-4-methoxyphenyJ)-(2-pyridin-4-ylquinolin-4-yl) amine (E 1) Step (i): Synthesis ofN-(2~acetylphenyl) isonicotinamide (1); To a mixture of orthoaminoacetophenone (2.0 grams, 14.8 mmol) and triethylamine (7.2 mL, 52.0 mmol) in dry tetrahydrofuran (15 niL) was added EPO dropwise to a freshly prepared isonicotinyl chloride (2.5 grams, 17.8 mmol) dissolved in 50 mL of tetrahydrofuran, while the mixture was stirred under a nitrogen atmosphere at 0 0C. After this mixture was stirred at 0 0C for 2 hours, the reaction mixture was allowed to warm to room temperature, and stirred overnight. The resulting mixture was poured into ice-cold water and partitioned in ethyl acetate (2 x 250 mL). The organic layers were collected and washed with water (100 mL) followed by saturated sodium chloride (125 mL) solution, dried over anhydrous sodium sulfate, and evaporated to dryness. The residue thus obtained was purified by column chromatography using ethyl acetate and petroleum ether, followed by washing with diethyl ether to afford the desired product (1) as a pink colored solid (0.975 gram); Yield: 28%.1H NMR (CDCl3, 200 MHz):delta 12.89 (br s, D2O exchangeable, NH), 8.94 (d, J = 8.4 Hz, IH), 8.83 (d, J = 5.6 Hz, 2H), 7.99 (d, J = 7.8 Hz, IH), 7.90 (d, J = 5.9 Hz, 2H), 7.65 (t, J – 8.1 Hz, IH), 7.20 (d, J = 7.6 Hz, IH), 2.74 (s, 3H). IR (KBr, cm”1): 3439.7, 1675.0, 1644.4, 1522.5, 1249.0, 757.5. MS: (CI) m/z: 241 (M++l).

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 14254-57-0, Isonicotinoyl chloride.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; PAL, Manojit; KHANNA, Ish; SUBRAMANIAN, Venkataraman; PADAKANTI, Srinivas; PILLARISETTI, Sivaram; WO2006/58201; (2006); A2;,
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.14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, molecular weight is 141.5551, as common compound, the synthetic route is as follows.HPLC of Formula: C6H4ClNO

General procedure: The appropriate acyl chloride (2.5 equiv) was added dropwise to a solution of triazolo[1,5-a]pyrimidin-2-amine 11 or 12 or triazolo[1,5-a]pyridin-2-amine 16 (1 equiv) in pyridine at 0 C. The reaction mixture was allowed to warm up to r.t. and stirred for 1-2 h. EtOAc was added, and the organic layer was washed with HCl 1N (2 X), followed by water or brine. After solvent evaporation, the resultant residue was treated with 7 N methanolic ammonia solution and stirred at r.t. overnight to hydrolyze any potential bis-acylated product formed. The product was then purified by flash chromatography on silica gel using as eluent a gradient of EtOAC (0 – 10%) in DCM or MeOH (0 – 5%) in DCM, washed with MeOH and dried in vacuum to afford the desired compound (adapted from 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14254-57-0, Isonicotinoyl chloride, and friends who are interested can also refer to it.

Reference:
Article; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem