Category: 86847-84-9

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, SDS of cas: 86847-84-9, blongs to pyridine-derivatives compound. SDS of cas: 86847-84-9

Intermediate 6:[0121] A solution of intermediate 5 (19.28 g, 90.6 mmol) in THF (181 mL) was treated with 77-BuLi (108.8 mL, 272 mmol) and the resulting mixture was stirred at -20C for 3 h. After addition of DMF (20.81 mL, 271.86 mmol), the reaction was allowed to warm to rt. The reaction was poured into cold 6N HC1 and stirred for 15 min. The mixture was then neutralized with anhydrous K2C03 to pH=7 and extracted with Et20. The combined organic layers were washed with water, brine, dried over anhydrous Na2SC>4, concentrated in vacuo and purified by recrystallization from EtOAc and hexanes to afford N-(6-chloro-3-formylpyridin-2-yl)pivalamide (intermediate 6) (12.84 g, 59%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
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 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

B. 1 N-(6-chloro-3-iodopyridin-2-yl)pivalamide[0336] To a solution of N-(6-chloropyridin-2-yl)pivalamide (15.8 g, 74.2 mmol) in anhydrousTHF (150 mL) at -78 0C under a nitrogen atmosphere, is added 1.7 M -butyllithium in pentane (96 mL, 163 mmol, 2.2 eq.) dropwise (dropping funnel) over 0.5 h. The reaction mixture is then stirred at -78 0C for 3 h before iodine (22.6 g, 89 mmol, 1.2 eq.) in THF (60 mL) is slowly added in one portion. After 10 min., the cooling bath is removed and the reaction is allowed to warm to rt and stirred for 2 h. Hydrochloric acid (1 M, 75 mL) is then added to the reaction reaction mixture. The reaction mixture is concentrated in vacuo (rotary evaporator) to remove the THF, the resulting mixture is extracted with ethyl acetate (800 mL). The phases are separated and the organic layer is washed with aqueous 1 M Na2S2theta3 (100 mL), brine (300 mL x2), water (300 mL), dried over MgSO/t, and evaporated. The crude product is recrystalized from DCM/hexanes (1 :4) and the solid that forms collected by filtration to provide N-(6-chloro-3-iodopyridin-2-yl)pivalamide as a white crystalline solid (17.2 g). The filtrate is evaporated and the residue chromatographed on a silica gel column (hexanes/EtOAc, 9/1) to provide an additional product (2.5 g). Overall 19.7 g (78% yield) of N-(6-chloro-3-iodopyridin-2-yl)pivalamide is obtained. 1H NMR (300 MHz, DMSO-^6), delta 9.86 (s, IH), 8.30 (d, J = 8.4 Hz, IH), 7.20 (d, J = 8.4 Hz, IH), 1.23 (s, 9H). LCMS-ESI (m/z): calcd for C10H12ClIN2O 337.9; [M+H]+ found 339.0.

With the rapid development of chemical substances, we look forward to future research findings about 86847-84-9.

Reference:
Patent; GALAPAGOS N.V.; BURRITT, Andrew; WO2008/65198; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, SDS of cas: 86847-84-9, blongs to pyridine-derivatives compound. SDS of cas: 86847-84-9

Intermediate 6:[0121] A solution of intermediate 5 (19.28 g, 90.6 mmol) in THF (181 mL) was treated with 77-BuLi (108.8 mL, 272 mmol) and the resulting mixture was stirred at -20C for 3 h. After addition of DMF (20.81 mL, 271.86 mmol), the reaction was allowed to warm to rt. The reaction was poured into cold 6N HC1 and stirred for 15 min. The mixture was then neutralized with anhydrous K2C03 to pH=7 and extracted with Et20. The combined organic layers were washed with water, brine, dried over anhydrous Na2SC>4, concentrated in vacuo and purified by recrystallization from EtOAc and hexanes to afford N-(6-chloro-3-formylpyridin-2-yl)pivalamide (intermediate 6) (12.84 g, 59%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
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 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

B. 1 N-(6-chloro-3-iodopyridin-2-yl)pivalamide[0336] To a solution of N-(6-chloropyridin-2-yl)pivalamide (15.8 g, 74.2 mmol) in anhydrousTHF (150 mL) at -78 0C under a nitrogen atmosphere, is added 1.7 M -butyllithium in pentane (96 mL, 163 mmol, 2.2 eq.) dropwise (dropping funnel) over 0.5 h. The reaction mixture is then stirred at -78 0C for 3 h before iodine (22.6 g, 89 mmol, 1.2 eq.) in THF (60 mL) is slowly added in one portion. After 10 min., the cooling bath is removed and the reaction is allowed to warm to rt and stirred for 2 h. Hydrochloric acid (1 M, 75 mL) is then added to the reaction reaction mixture. The reaction mixture is concentrated in vacuo (rotary evaporator) to remove the THF, the resulting mixture is extracted with ethyl acetate (800 mL). The phases are separated and the organic layer is washed with aqueous 1 M Na2S2theta3 (100 mL), brine (300 mL x2), water (300 mL), dried over MgSO/t, and evaporated. The crude product is recrystalized from DCM/hexanes (1 :4) and the solid that forms collected by filtration to provide N-(6-chloro-3-iodopyridin-2-yl)pivalamide as a white crystalline solid (17.2 g). The filtrate is evaporated and the residue chromatographed on a silica gel column (hexanes/EtOAc, 9/1) to provide an additional product (2.5 g). Overall 19.7 g (78% yield) of N-(6-chloro-3-iodopyridin-2-yl)pivalamide is obtained. 1H NMR (300 MHz, DMSO-^6), delta 9.86 (s, IH), 8.30 (d, J = 8.4 Hz, IH), 7.20 (d, J = 8.4 Hz, IH), 1.23 (s, 9H). LCMS-ESI (m/z): calcd for C10H12ClIN2O 337.9; [M+H]+ found 339.0.

With the rapid development of chemical substances, we look forward to future research findings about 86847-84-9.

Reference:
Patent; GALAPAGOS N.V.; BURRITT, Andrew; WO2008/65198; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 86847-84-9 , The common heterocyclic compound, 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide, molecular formula is C10H13ClN2O, 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 2-chloro-6pivaloylaminopyridine (10.5 g, 49.528 mmol) in THF (150 mL) is prepared under N2 and cooled to -80 0C. t-BuLi IM in pentane (108.962 mmol, 2.2 equiv.) is added carefully via an addition funnel under rigorously anhydrous conditions, over 1 hour. Once the addition is complete, the mixture is kept at -8O0C for 3 hours, at which point a solution of iodine (15.1 g, 59.431 mmol, 1.2 equiv.) in 50 mL THF under N2, is added slowly in one portion. After the addition, the cooling bath is removed and the reaction mixture allowed to warm up to room temperature under stirring for 2 hours. Finally the reaction mixture is quenched by slowly adding 50 mL of IM HCl. The mixture is then concentrated under vacuum to remove part of the THF, and the residue is partitioned between EtOAc and water. A 10% sodium thiosulfate solution is added until no further decolourisation occurred and that 2 clear phases are visible. The aqueous layer is extracted with EtOAc, the organic layers are gathered, washed with brine, dried over Na2Stheta4, and solvent is removed to afford an oil titrating 65 % of the desired material. This crude is refluxed in 100 mL of IM HCl and is refluxed for 5 hours at which point the depivaloylated product is completely formed. The pH is adjusted to 12 by slow addition OfNaHCO3 and extracted with DCM. The organic layer is concentrated and columned using 7/3 DCM/Cyclohexane as the eluent (Rf 9/21) to afford the title compound as an oil which solidified on standing

The synthetic route of 86847-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS N.V.; WO2008/65199; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide, blongs to pyridine-derivatives compound. Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide

Step 2: Synthesis of N-(6-chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamideTo a solution of N-(6-chloropyridin-2-yl)-2,2-dimethylpropionamide (20 g, 94 mmol) in dry THF (500 mL) at -78 C, 1.3 M t-BuLi in hexane (220 mL, 282 mmol) is added dropwise. The reaction mixture is stirred for 30 min and a solution of iodine (29 g, 114 mmol) in dry THF is added. The reaction mixture is stirred for 3 h at -78 C then is warmed to ambient temperature and stirred for another 1 h. The reaction mixture is quenched with IN HC1 and is extracted with ethyl acetate (2 x 250 mL). The organic layers are separated and washed with Na2S203 solution and saturated NaHC03 solution, respectively. The combined organic layers are dried (Na2S04) and evaporated under reduced pressure. The crude residue is purified by flash column chromatography using 20% EtO Ac/petroleum ether to afford the title compound as a pale yellow solid (15 g, 49%).

The synthetic route of 86847-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, 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, Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide, blongs to pyridine-derivatives compound. Application In Synthesis of N-(6-Chloropyridin-2-yl)pivalamide

Step 2: Synthesis of N-(6-chloro-3-iodopyridin-2-yl)-2,2-dimethylpropionamideTo a solution of N-(6-chloropyridin-2-yl)-2,2-dimethylpropionamide (20 g, 94 mmol) in dry THF (500 mL) at -78 C, 1.3 M t-BuLi in hexane (220 mL, 282 mmol) is added dropwise. The reaction mixture is stirred for 30 min and a solution of iodine (29 g, 114 mmol) in dry THF is added. The reaction mixture is stirred for 3 h at -78 C then is warmed to ambient temperature and stirred for another 1 h. The reaction mixture is quenched with IN HC1 and is extracted with ethyl acetate (2 x 250 mL). The organic layers are separated and washed with Na2S203 solution and saturated NaHC03 solution, respectively. The combined organic layers are dried (Na2S04) and evaporated under reduced pressure. The crude residue is purified by flash column chromatography using 20% EtO Ac/petroleum ether to afford the title compound as a pale yellow solid (15 g, 49%).

The synthetic route of 86847-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); 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 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows. Formula: C10H13ClN2O

To a solution of N-(6-chloropyridin-2-yl)-2,2-dimethylpropanamide (10.6 g, 50 mmol) in THF (100 mL) n-butyllithium (2.5 M solution in hexane, 50 mL, 125 mmol) was added. The resulting mixture wasstirred at -20C for 3 h. After the addiction of DMF (4 mL) the reaction mixture was allowed to warm to room temperature and then was quenched with 0.5 M HCI. Ethyl acetate was added, the organic phase was washed with water, sat. K2003 and with brine. The crude material was purified by Si-column eluting with cy to cy/ethyl acetate 7:3 toobtain the title product (6.7 g, 27.8 mmol, 56% yield). LC-MS (M-H) =241.3

With the rapid development of chemical substances, we look forward to future research findings about 86847-84-9.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86847-84-9, 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. 86847-84-9, name is N-(6-Chloropyridin-2-yl)pivalamide, molecular formula is C10H13ClN2O, 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.

Preparation 10 : N-(6-Chloro-3 propionamide; To a dry solution of N-(6-chloropyridin-2-yl)-2,2-dimethyl propionamide (Preparation 9, 8.0g, 37.6mmol) in THF (12OmL), cooled to -780C, was added dropwise, a solution of tert- butyllithium in pentane (1.7M, 48.7mL, 82.8mmol) over 40min. The reaction was stirred at -780C for 3h before adding a solution of iodine (11.46g, 45.1mmol) in THF (4OmL) dropwise. The mixture was EPO brought up to rt and stirred for 16h. 2M HCl (3OmL) was added to the reaction, and after 20min the solvent was removed in vacuo. Crude material was partitioned between EtOAc (20OmL) and water (15OmL). Organics were separated and washed with 10% sodium thiosulfate solution (4xl00mL) then NaHCO3 solution (2xl00mL), dried (MgSO4) and the solvent removed in vacuo. The residue was purified by column chromatography (SiO2, CH2Cl2) to give the title compound, m/z (ES+) = 338.93 [M+ H]+.

According to the analysis of related databases, 86847-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86847-84-9 ,Some common heterocyclic compound, 86847-84-9, molecular formula is C10H13ClN2O, 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 iert-BuLi (1.7 M in pentane) was slowly added over half hour to a solution of compound 13-2 (1.25 g, 5.91 mmol) in anhydrous THF at -78 C. After the reaction was stirred for 3 h at -78 C, a solution of iodine (1.8 g, 7.09 mmol, 1.2 equiv.) in THF was added and the reaction mixture was allowed to warm up to room temperature and stirred for 14 h. The reaction was concentrated and the residue diluted with methylene chloride. The organic layer was washed sequentially with 10% aqueousNa2S203 and NaHC03 and concentrated under reduced pressure. The product was purified by flash chromatography using Combiflash and employing a gradient of 0-20% EtOAc in Hexanes to afford 1.50 g (4.45 mmol, 73% yield) of 13-3.

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. 86847-84-9, N-(6-Chloropyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FENG, Yangbo; CHEN, Yen Ting; SESSIONS, Hampton; MISHRA, Jitendra K.; CHOWDHURY, Sarwat; YIN, Yan; LOGRASSO, Philip; LUO, Jun-Li; BANNISTER, Thomas; SCHROETER, Thomas; WO2011/50245; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem