Category: 13362-26-0

Adding a certain compound to certain chemical reactions, such as: 13362-26-0, Ethyl 2-aminonicotinate, 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 13362-26-0, blongs to pyridine-derivatives compound. Product Details of 13362-26-0

[0243] To a stirred solution of compound 11(15 g; 90.36 mmol; 1 eq) in dry THF (150 mL) was added NBS (16 g; 90.36 mmol; 1 eq) in portions at 0 C and the resulting mixture was stirred at 23 C for 18 h. The mixture was poured into ice-cold saturated aqueous NaHCO3 solution and the organic components were extracted with ethyl acetate (3 x 200 mL). The combined organic layers were then washed with brine solution, dried over anhydrous sodium sulfate, filtered and evaporated to dryness to afford the title compound (22 g, 100%) as an off white solid. 1H NMR (DMSO-d6) oe 8.29 (d, 1H, J = 3 Hz), 8.12 (d, 1H, J = 2 Hz), 7.31 (s, 2H), 4.29 (q, 2H, J = 7 Hz), 1.30 (t, 3H, J = 7 Hz). LCMS: mlz = 245.0 [M+j, 247.0 [M+21, RT = 3.34 minutes, (Program P1, Column W).

The synthetic route of 13362-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott; VENKATESAN, Aranapakam; PRIESTLEY, Tony; KUNDU, Mrinal; SAHA, Ashis; WO2015/95128; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13362-26-0 , The common heterocyclic compound, 13362-26-0, name is Ethyl 2-aminonicotinate, molecular formula is C8H10N2O2, 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 125 Synthesis of ethyl 2-amino-5-bromonicotinate. To a solution of ethyl 2-aminonicotinate (25 g, 150.44 mmol) in CH3CN (500 mL) was added NBS (32.1 g, 180.5 mmol) in portions over 30 min at 0 C. The mixture was warmed to RT and stirred for 2 h. The reaction mixture was concentrated. The residue was washed with NaHCO3 aqueous (300 mL) and extracted with EtOAc (300 mL*3), the combined organic layers were concentrated to give ethyl 2-amino-5-bromonicotinate (36.9 g, yield: 100%) as a yellow solid, which was used in the next step without further purification. ESI-MS [M+H]+: 245.1.

The synthetic route of 13362-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13362-26-0, name is Ethyl 2-aminonicotinate, the common compound, a new synthetic route is introduced below. name: Ethyl 2-aminonicotinate

Example 16 Synthesis of 2-chloro-imidazo[1,2-a]pyridine-8-carboxylic acid (Compound No. 1-135) A mixture of diethyl bromomalonate (26 ml) and ethyl 2-aminonicotinate (13.3 g) was allowed to react at 80-90 C. for 6 hours under nitrogen atmosphere. After completion of the reaction, the mixture was cooled to room temperature, and acetone (100 ml) was added thereto. The precipitated crystals were collected by filtration, affording 3,8-diethoxycarbonyl-2-hydroxy-imidazo[1,2-a]pyridine hydrobromide (9.98 g, yield 34.8%). A mixture of the crystals (6.6 g) in phosphorus oxychloride (30 ml) was reacted at 160 C. for 2 hours in a pressure reaction vessel. After completion of the reaction, excess phosphorus oxychloride was removed under reduced pressure. Ethanol was added to the residue, and the mixture was concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (eluent: chloroform) to obtain 2-chloro-3,8-diethoxycarbonyl-imidazo-[1,2-a]pyridine (Compound No. 1-133) (2.2 g, yield 40.3%) as crystals of m.p. 105-106 C.

The synthetic route of 13362-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5498774; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13362-26-0, 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. 13362-26-0, name is Ethyl 2-aminonicotinate, molecular formula is C8H10N2O2, 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.

To a stirred solution of ethyl 2-aminopyridine-3-carboxylate (1) (4.28 g, 25.8 mmol, Zhou, Z. L and al. Bioorg. Med. Chem. 2001, 9, 2061-2071) in 1,2-dimethoxyethane (DME) (100 mL) was added dropwise a solution of 1,1,3-trichloracetone (8.32 g, 51.5 mmol) in DME (15 mL). The mixture was stirred at room temperature for 76 h. The resulting precipitate was collected by filtration and washed with DME (2×15 mL). The solid was poured into dry ethanol (100 mL) and heated under reflux for 18 h. The cooled solution was evaporated and an aqueous saturated NaHCO3 solution (40 mL) was added. The mixture was extracted with CH2Cl2 and the organic layers were dried (MgSO4), filtered and evaporated to dryness. The residue was purified by chromatography using CH2Cl2 as eluent to give in order of elution: dichloro compound 2h (4.95 g, 70%); mp 108-110 C.; IR (KBr) 1719, 1279 cm-1; 1H NMR (200 MHz, CDCl3) delta 1.44 (t, 3H, J=7 Hz), 4.51 (q, 2H, J=7 Hz), 6.99 (t, 1H, J=7 Hz), 7.12 (s, 1H), 8.03 (m, 2H), 8.39 (d, 1H, J=7 Hz); 13C NMR (100 MHz, CDCl3) delta 14.3, 62.0, 65.3, 112.0, 112.7, 120.3, 130.3, 130.7, 141.6, 146.3, 163.5. MS m/z 276 (M++4, 2), 274 (M++2, 13), 272 (M+, 17), 237 (29), 202 (63), 200 (100), 166 (27), 129 (47).

According to the analysis of related databases, 13362-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universite D’Auvergne Clermont 1; Universite Francois Rabelais Tours; Katholieke Universiteit Leuven; US2010/93781; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13362-26-0 ,Some common heterocyclic compound, 13362-26-0, molecular formula is C8H10N2O2, 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 13 Synthesis of ethyl 2-ethoxycarbonyl-imidazo[1,2-a]pyridine-8-carboxylate (Compound No. 1-123) A mixture of ethyl bromopyruvate (2.3 g, 10.2 m mol and ethyl 2-aminonicotinate (1.7 g, 10 m mol) in methyl ethyl ketone (17 ml) was refluxed for 5 hours. After completion of the reaction, the mixture was cooled to room temperature and distilled under reduced pressure to remove the solvent. The residue to which saturated sodium hydrogen carbonate aqueous solution (50 ml) was added was extracted with chloroform (100 ml*3). The extract was washed with water, dried over MgSO4 and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (eluent: ethyl acetate) to give the object compound (0.7 g, yield 26.7%) as crystals. m.p. 97 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13362-26-0, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5498774; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem