9/16 News Extracurricular laboratory: Synthetic route of 15855-06-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Electric Literature of 15855-06-8, 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. 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid. A new synthetic method of this compound is introduced below.

BH3. DMS (1.0 mL, 10.66 mmol) was refluxed in THF (20 mL) for 30 min (formation of BH3. THF). At RT, Example 17 (2.0 g, 10.66 mmol in 10 mL THF) was added dropwise, and then the reaction mixture was heated to reflux for 3 h. The solution was allowed to cool to ambient temperature, solid sodium carbonate (0.5 g) and water (5 mL). The resulting mixture was heated for a short while and poored in water (50 mL). Extraction with ethyl acetate (3 x 50 mL), drying of the combined organic layers (Na2SO4) and evaporation in vacuo gave a 1: 1 mixture of starting material and product. Purification by flash column chromatography over silica gel eluting with ethyl acetate gave 780 mg (42 %) of an off-white solid. IH NMR (400 MHz, CDC13) 8 3.92 (s, 3H) 4.66 (s, 2H) 6.64 (s, 1H) 6.89 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; BIOVITRUM AB; WO2004/63156; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 15855-06-8

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

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. 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6ClNO3

b) To a suspension of 2-chloro-6-methoxy-isonicotinic acid (244 g, 1.30 mol) in methanol (2.5 L), H2SO4 (20 mL) is added. The mixture is stirred at reflux for 24 h before it is cooled to 0 C. The solid material is collected, washed with methanol (200 mL) and water (500 mL) and dried under HV to give 2-chloro-6-methoxy-isonicotinic acid methyl ester (165 g) as a white solid; LC-MS: tR=0.94 min, [M+1]+=201.89.

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Morrison, Keith; Mueller, Claus; Nayler, Oliver; Steiner, Beat; US2012/108638; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 15855-06-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, 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: 15855-06-8, blongs to pyridine-derivatives compound. SDS of cas: 15855-06-8

Example 4.2: (S)-2-chloro-6-methoxy-N-methyl-N-(4-M-methyl-1 H-pyrrole-2- carboxamido)-1-phenylbutan-2-yl)isonicotinamide1-Methyl-1 H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)-amide hydrochloride (100 mg, 0.31 mmol), 2-chloro-6-methoxyisonicotinic acid (58 mg, 0.31 mmol), HOBt (74 mg, 0.466 mmol), EDC x HCI (72 mg, 0.37 mmol), and triethylamine (0.108 ml, 0.78 mmol) were dissolved in DCM (3 ml) and stirred at rt for 16 h. The mixture was concentrated and the crude product was purified by chromatography (Flashmaster, DCM to DCM:EtOAc 1 :1 over 15 min) to yield 108 mg (76 %) of the title compound as white solid. [1 H-NMR (DMSO, 600 MHz) 7.95-7.90 (m, 1 H), 7.33.7.22, 7.10-7.06 (2m, 5H), 6.87 (d, 1 H), 6.70/6.63 (d, 1H), 6.65/6.33 (s, 1 H), 6.06/5.71 (br.s, 1H), 6.00-5.97 (m, 1 H), 4.88-4.81/3.55-3.49 (m, 1H), 3.84/3.71 (s, 3H), 3.80/3.79 (s, 3H), 3.27-3.18/3.05-2.99 (m, 2H), 2.97/2.62 (s, 3H), 2.95-2.90/2.84-2.76 (m, 2H), 1.91-1.75 (m, 2H); LCMS Rtc = 2.466 min; [M+H]+ = 455.2].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 15855-06-8

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 15855-06-8 , The common heterocyclic compound, 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid, molecular formula is C7H6ClNO3, 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.

Intermediate 9; 1-[4′-(4,5-Difluoro-2,3-dihydro-indole-1-carbonyl)-6′-methoxy-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-1,3-dihydro-imidazo[4,5-b]pyridin-2-one; Step 1: (2-Chloro-6-methoxy-pyridin-4-yl)-(4,5-difluoro-2,3-dihydro-indol-1-yl)-methanone; 1.22 g (3.80 mmol) TBTU were added at RT to 0.685 g (3.65 mmol) 2-chloro-6-methoxyisonicotinic acid, 0.700 g (3.65 mmol) 4,5-fluoroindoline-dihydrochloride and 1.12 mL (8.00 mmol) triethylamine in 10.0 mL DMF. The mixture was stirred for 2 h at RT and then poured onto 200 mL of potassium carbonate solution (aqueous, 7%). The precipitate formed was suction filtered, washed with water and dried i. vac.Yield: 1.05 g (89% of th.)ESI-MS: m/z=325/327 (M+H)+ (CI)Rt (HPLC): 1.66 min (method C)

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/324028; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 15855-06-8

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

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. 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid, the common compound, a new synthetic route is introduced below. Computed Properties of C7H6ClNO3

a) Sulfuric acid (1 mL) is added to a suspension of 2-chloro-6-methoxy-isonicotinic acid (4.16 g, 22.2 mmol) in ethanol (20 mL). The clear solution is stirred at 70 C. for 18 h. The mixture is neutralised by adding sat. aq. NaHCO3 solution and then extracted three times with EA (3*250 mL). The combined org. extracts are dried over MgSO4, filtered, concentrated and dried to give 2-chloro-6-methoxy-isonicotinic acid ethyl ester (4.32 g) as a white solid; LC-MS: tR=1.00 min, [M+1]+=215.89.

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolli, Martin; Lescop, Gyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; US2011/46170; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 15855-06-8

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 15855-06-8, 2-Chloro-6-methoxypyridine-4-carboxylic Acid, 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, Quality Control of 2-Chloro-6-methoxypyridine-4-carboxylic Acid, blongs to pyridine-derivatives compound. Quality Control of 2-Chloro-6-methoxypyridine-4-carboxylic Acid

To a suspension of 2-chloro-6-methoxy-isonicotinic acid (2.00 g, 10.7 mmol) in MeOH (100 mL), H2SO4 (2 mL) is added. The mixture is stirred at 65 C. for 20 h. The solution is cooled to rt. A precipitate forms. The solid material is collected, washed with MeOH and dried to give 2-chloro-6-methoxy-isonicotinic acid methyl ester (1.66 g) as a white solid; LC-MS: tR=1.29 min; [M+1]+=202.00.

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2010/63108; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem