Category: 185041-05-8

Adding a certain compound to certain chemical reactions, such as: 185041-05-8, Methyl 2-chloro-4-iodonicotinate, 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, Computed Properties of C7H5ClINO2, blongs to pyridine-derivatives compound. Computed Properties of C7H5ClINO2

Amixture of methyl 2-chloro-4-iodonicotinate (1.00 g, 3.29 mmol, 98% puritycalculated by LC-MS analysis), (4-chlorophenyl)boronic acid (0.630 g, 4.03mmol), PdCl2(dppf) (0.246 g, 0.336 mmol) and K2CO3(1.39 g, 10.1 mmol) in dioxane (50 mL) and water (10 mL) was heated to 90 Cand stirred for 15 h. The reaction mixture was concentrated in vacuo and the residue was dilutedwith EtOAc (20 mL) and water (20 mL). The organic phase was separated and theaqueous phase was extracted with EtOAc (2 x 10 mL). The combined organic phasewas washed with brine (20 mL), dried with anhydrous Na2SO4,filtered and concentrated in vacuo. Theresidue was purified by flash column chromatography on silica gel (Petroleumether/EtOAc = 30/1 to 20/1) to afford methyl 2-chloro-4-(4-chlorophenyl)nicotinate (0.850 g, 82%) as a yellow solid. 1H NMR (400 MHz, CDCl3)delta 3.79 (3H, s), 7.28 (1H, s), 7.35-7.38 (2H, m), 7.43-7.47 (2H, m), 8.50 (1H,d, J = 5.2 Hz). MS (ESI) m/z: 282.0 [M+H]+.

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 185041-05-8 ,Some common heterocyclic compound, 185041-05-8, molecular formula is C7H5ClINO2, 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.

[00324] To a solution of compound 13 (5.5 g, 18.5 mmol) in DMF (50 mL) was added K2C03 (10.2 g, 74 mmol), trimethylboroxine (4.64 g, 3.70 mmol) and Pd(PPh3)4 (2.1 g, 1.85 mmol) in DMF under N2. The reaction mixture was stirred at 110 C for 120 mm under N2. After cooled down, water (100 mL) was added into the mixture. Et20 was added to extract the product, washed by water and dried over Na2SO4 .Concentrated and purified by FCC (PE/EA=40: 1) to afford 2.7 g of the product 14 (79%).

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. 185041-05-8, Methyl 2-chloro-4-iodonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; YANG, Wenjin; CHEN, Che-Hong; MOCHLY-ROSEN, Daria; WO2014/160185; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185041-05-8 , The common heterocyclic compound, 185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, 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.

B. Methyl 2-chloro-4-cyanonicotinate A solution of methyl 2-chloro-4-iodonicotinate (3.20 g, 10.76 mmol) and cyanocopper (0.963 g, 10.76 mmol) in DMA (40 mL) was stirred at 140 C. overnight. Following reaction, the mixture was filtered through Celite and the filtrate was diluted with H2O and EtOAc. The aqueous phase was extracted with EtOAc. The organic phases were combined, washed with H2O and brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2 (Hexane/EtOAc=10/1) to give the title compound as a white solid (730 mg, 34.5%). 1H NMR (500 MHz, CDCl3) delta ppm 4.07 (s, 3H), 7.57 (d, J=5.37 Hz, 1H), 8.66 (d, J=4.88 Hz, 1H).

The synthetic route of 185041-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2011/152273; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 185041-05-8, 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.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

2.0 g 2-chloro-4-iodo-nicotinic acid methyl ester (6.7 mmol), (6.7 mmol) and methyl pyrrolidone (NMP) in a mixture of 0.60 g of cuprous cyanide were heated to 10 ml containing N- 130 five hours, after cooling was diluted with 50 ml of ethyl acetate, the mixture was filtered and concentrated under reduced pressure, the residual material was dissolved in 25 ml of ethyl acetate after washing twice with 10 mL of aqueous ammonia, dried over magnesium sulfate and concentrated, the residual material was purified by silica gel column chromatography (moving phase: ethyl acetate: petroleum ether = 3% to 5%), to give the desired product, 2-chloro-nicotinic acid methyl ester cyano, a white solid (1.0 g, 5.1 mmol, 56% yield).

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 185041-05-8, 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.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

2.0 g 2-chloro-4-iodo-nicotinic acid methyl ester (6.7 mmol), (6.7 mmol) and methyl pyrrolidone (NMP) in a mixture of 0.60 g of cuprous cyanide were heated to 10 ml containing N- 130 five hours, after cooling was diluted with 50 ml of ethyl acetate, the mixture was filtered and concentrated under reduced pressure, the residual material was dissolved in 25 ml of ethyl acetate after washing twice with 10 mL of aqueous ammonia, dried over magnesium sulfate and concentrated, the residual material was purified by silica gel column chromatography (moving phase: ethyl acetate: petroleum ether = 3% to 5%), to give the desired product, 2-chloro-nicotinic acid methyl ester cyano, a white solid (1.0 g, 5.1 mmol, 56% yield).

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185041-05-8, 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.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

Amixture of methyl 2-chloro-4-iodonicotinate (4.00 g, 13.5 mmol, prepared inStep 1 for 23),(2,5-difluorophenyl)boronic acid (2.19 g, 13.8 mmol), PdCl2(dppf)(0.984 g, 1.34 mmol) and K2CO3 (4.65 g, 33.6 mmol) indioxane (25 mL) and water (5 mL) was heated to 80 C and stirred for 12 h. Thereaction mixture was filtered to remove insoluble material. The filtrate wasdiluted with water (55 mL) and the mixture was extracted with EtOAc (2 x 30mL). The combined organic phase was washed with brine (40 mL), dried withanhydrous Na2SO4, filtered and concentrated invacuo. The residue was purified by flash column chromatography on silicagel (Petroleum ether/EtOAc = 100/1 to 30/1) to afford methyl2-chloro-4-(2,5-difluorophenyl)nicotinate (3.70 g, 87%) as a colorless oil. 1HNMR (400 MHz, CDCl3) delta 3.78 (3H, s), 7.00-7.07 (1H, m), 7.09-7.19(2H, m), 7.30 (1H, d, J = 5.2 Hz),8.52 (1H, d, J = 5.2 Hz). MS (ESI)m/z: 284.0 [M+H]+.

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185041-05-8, 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.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

Amixture of methyl 2-chloro-4-iodonicotinate (4.00 g, 13.5 mmol, prepared inStep 1 for 23),(2,5-difluorophenyl)boronic acid (2.19 g, 13.8 mmol), PdCl2(dppf)(0.984 g, 1.34 mmol) and K2CO3 (4.65 g, 33.6 mmol) indioxane (25 mL) and water (5 mL) was heated to 80 C and stirred for 12 h. Thereaction mixture was filtered to remove insoluble material. The filtrate wasdiluted with water (55 mL) and the mixture was extracted with EtOAc (2 x 30mL). The combined organic phase was washed with brine (40 mL), dried withanhydrous Na2SO4, filtered and concentrated invacuo. The residue was purified by flash column chromatography on silicagel (Petroleum ether/EtOAc = 100/1 to 30/1) to afford methyl2-chloro-4-(2,5-difluorophenyl)nicotinate (3.70 g, 87%) as a colorless oil. 1HNMR (400 MHz, CDCl3) delta 3.78 (3H, s), 7.00-7.07 (1H, m), 7.09-7.19(2H, m), 7.30 (1H, d, J = 5.2 Hz),8.52 (1H, d, J = 5.2 Hz). MS (ESI)m/z: 284.0 [M+H]+.

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 185041-05-8 ,Some common heterocyclic compound, 185041-05-8, molecular formula is C7H5ClINO2, 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.

Containing 4 g of 2-chloro-4-iodo-nicotinate (12.87 mmol) in 50 ml dimethylformamide solution, was added 3.6 g of t-butyl cyanoacetate (25.75 mmol, 2 eq.), 7.1 g potassium carbonate (51.5 mmol, 4 equiv.) and 13 mg of cuprous iodide (0.1 mmol, 0.01 eq.) and the solution was stirred overnight at 50 deg.] C, the solvent is removed to give residue was purified with silica gel column to give the product, 4- (2-tert-butoxy-1-cyano-2-oxoethyl) -2-chloro-nicotinic acid methyl ester (2.8 g, 66% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,185041-05-8, its application will become more common.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem