Category: 67754-03-4

Electric Literature of 67754-03-4, 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.67754-03-4, name is Methyl 2,5-dichloronicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

Description 85: methyl 5-chloro-2-(3-((2,4-difluorophenyl)amino)azetidin-1- yl)nicotinate (D85)To a cooled (0C) solution of tert-butyl 3-((2,4-difluorophenyl)amino)azetidine-1 – carboxylate (D31 ) (90 mg, 0.316 mmol) in dichloromethane, a mixture of trifluoroacetic acid/dichloromethane (3ml/1 ml) was added and the reaction mixture was stirred 1 h. The solvents were evaporated in vacuo and the residue was dissolved in tetrahydrofuran/methanol (3/1 ml) triethylamine (0.132 ml, 0.95 mmol) was added followed by the addition of methyl 2,5-dichloronicotinate (52.33 mg, 0.253 mmol) and the resulting mixture was stirred 1 2h at 75 C. The residue abtained after solvent evaporation was purified by Biotage SNAP-Si column eluting with cyclohexane/ethyl acetate from 100/0 to 90/10. Collected fractions afforded the title compound (D85) (0022/086/5) (38 mg).MS: (ES/+) m/z: 354.1 [MH+] C16H14CIF2N302 requires 353.07.1 H NMR (400MHz ,CHLOROFORM-d) delta = 8.26 (d, J = 2.4 Hz, 1 H), 8.00 (d, J = 2.4 Hz, 1 H), 6.89 – 6.71 (m, 2 H), 6.47 (dt, J = 5.1 , 9.2 Hz, 1 H), 4.50 (dd, J = 7.3, 9.3 Hz, 2 H), 4.33 (br. s., 1 H), 4.12 (br. s., 1 H), 3.98 – 3.85 (m, 5 H)

Statistics shows that 67754-03-4 is playing an increasingly important role. we look forward to future research findings about Methyl 2,5-dichloronicotinate.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67754-03-4, Methyl 2,5-dichloronicotinate, 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, 67754-03-4, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5Cl2NO2

Description 64: 1-(5-chloro-3-(methoxycarbonyl)pyridin-2-yl)azetidine-3- carboxylic acid (D64)To a mixture 3-Azetidinecarboxylic acid (41 1 mg, 4.06 mmol) and triethylamine (1 .17ml, 8.47 mmol) in methanol (3ml), methyl 2-chloropyridine-3-carboxylate (700 mg, 3.38 mmol) was added and the mixture was heated at 150C under microwave irradiation 10 min (2 cycles of 5 min each ). Solvents were evaporated in vacuo and the residue was taken in water (5ml) and 1 M HCI (5ml) and extracted with ethylacetate (3x5ml). Collected organics after solvent evaporation afforded the title compound (D64) (880 mg)MS: (ES/+) m/z: 270.8 [MH+] C1 1 H1 1 CIN204 requires 270.04 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.23 – 8.32 (m, 1 H) 7.90 – 8.06 (m, 1 H) 4.31 – 4.45 (m, 2 H) 4.17 – 4.30 (m, 2 H) 3.84 – 3.95 (m, 3 H) 3.58 (tt, J=8.93, 6.1 1 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67754-03-4, its application will become more common.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 67754-03-4, 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. 67754-03-4, name is Methyl 2,5-dichloronicotinate. A new synthetic method of this compound is introduced below.

A solution of methyl 2,5-dichloronicotinate (8.2 g, 40 mmol), (3- fluorophenyl)boronic acid (6.1 g, 44 mmol), and potassium carbonate (12 g, 86 mmol) in water (71 mL) and 1,4-dioxane (190 mL) was degassed with nitrogen (10 minutes). The reaction mixture was treated with bis(triphenylphosphine)palladium(II) chloride (3.1 g, 4.4 mmol), degassed with nitrogen (10 minutes), and heated at 80 C for 14.5 hours. The reaction mixture was diluted with ethyl acetate and water and filtered over celite. The aqueous layer was separated and re-extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried with magnesium sulfate, filtered, and concentrated to a crude residue. Purification by flash column chromatography using ethyl acetate in hexanes (0-80%) gave the desired product (8.7 g, 83%). LCMS calculated forC13H10CIFNO2 (M+H)+: m/z = 266.0; found: 265.8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67754-03-4, Methyl 2,5-dichloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; SPARKS, Richard B.; YUE, Eddy W.; WO2011/130342; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem