Category: 16498-81-0

Reference of 16498-81-0 , The common heterocyclic compound, 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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.

Add 100 ml of water and 20 g of 2-methoxynicotinic acid to a 250 ml three-necked flask, then add 32 g of NBS.After 16 hours of reaction at a temperature of 20-25 degrees, a sample was taken for HPLC detection, and the reaction was terminated when HPLC detected that the starting material was less than 2%.After the end of the reaction, the mixture was filtered, and the solid was dried to give the product 2-methoxy-5-bromonicotinic acid, weight: 26.36 g, yield 87%.

The synthetic route of 16498-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huichuan Bio-pharmaceutical Technology Co., Ltd.; Tang Bengang; He Weihua; (16 pag.)CN109503473; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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. HPLC of Formula: C7H7NO3

EXAMPLE 1 A 306 mg. (0.002 mole) sample of 2-methoxynicotinic acid (the product of Preparation A) was added in one portion to 20 ml. of well-stirred 5.25% aqueous sodium hypochlorite solution (Clorox). The resulting mixture (now a solution) was then allowed to stir at room temperature (~20 C.) for a period of approximately 18 hours (i.e., overnight). Upon completion of this step, the reaction mixture was acidified with 10 ml. of 1N hydrochloric acid and the resulting precipitate was subsequently extracted with chloroform. The organic extracts were then combined, dried over anhydrous magnesium sulfate and filtered, and the resulting filtrate was subsequently concentrated in vacuo to afford 195 mg. (52%) of pure 5-chloro-2-methoxynicotinic acid, m.p. 139-141 C. (literature m.p. 149-150 C., according to D. E. Kuhla et al. in U.S. Pat. No. 3,879,403). The pure product was further characterized by means of nuclear magnetic resonance data and mass spectroscopy.

With the rapid development of chemical substances, we look forward to future research findings about 16498-81-0.

Reference:
Patent; Pfizer Inc.; US4716231; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16498-81-0, 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. 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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.

2-Methoxy-3-pyridinecarboxylic acid (0.028 mol) was dissolved in DCM (150 ml). Thionyl chloride (8.2 ml; 0.112 mol)) was added dropwise to this mixture and the mixture was refluxed for 2 hours and 30 minutes. The solvent was evaporated. Then DCM (150 ml) was added and the solvent was evaporated again. The crude compound was dissolved in DCM (150 ml). First l-(phenylmethyl)-3-pyrrolidinamine (0.028 mol) was added and then a saturated aqueous NaHCCb solution (75 ml) was added. The mixture was reacted for 2 hours. Then, the layers were separated. The separated organic layer was dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography (eluent: from 100 % CH2Cl2 till CH3OH/CH2C12 1/100). The product fractions were collected and the solvent was evaporated, yielding 7.97 g of intermediate (23); 2-Methoxy-3-pyridinecarboxylic acid (0.028 mol) was dissolved in DCM (150 ml). Thionyl cloride (8 ml; 0.112 mol) was added dropwise to this mixture and the mixture was refluxed for 2 hours and 30 minutes. The solvent was evaporated. Then DCM (150 ml) was added and the solvent was evaporated again. The crude compound was dissolved in DCM (150 ml). First N-methyl-N-(phenylmethyl)-l,3-propanediamine (0.028 mol) was added and then a saturated aqueous nuaHCtheta3 solution (75 ml) was added. The mixture was reacted for 2 hours. Then, the layers were separated. The separated organic layer was dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography (eluent: from 100 % CH2Cl2 till CH3OH/CH2C12 1/100). The product fractions were collected and the solvent was evaporated, yielding 8.7 Ig of intermediate (27); -Methoxy-3-pyridinecarboxylic acid (0.00485 mol) was dissolved in DCM (50 ml). Thionyl chloride (1.4 ml) was added dropwise to this mixture and the mixture was refluxed for 2 hours and 30 minutes. The solvent was evaporated. Then DCM (50 ml) was added and the solvent was evaporated again. The crude compound was dissolved in DCM (50 ml). First 4-(phenylmethyl)-2-morpholinemethanamine (0.00485 mol) was added and then a saturated aqueous NaHCO3 solution (25 ml) was added. The mixture was reacted for 2 hours. Then, the layers were separated. The separated organic layer was dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography (eluent : from 100 % CH2Cl2 till CH3OH/CH2C12 1/100). The product fractions were collected and the solvent was evaporated, yielding 1.6 g of intermediate (29); 2-Methoxy-3-pyridinecarboxylic acid (0.0269 mol) was dissolved in DCM (150 ml). Thionyl chloride (8 ml) was added dropwise to this mixture and the mixture was refluxed for 2 hours and 30 minutes. The solvent was evaporated. Then DCM (150 ml) was added and the solvent was evaporated again. The crude compound was dissolved in DCM (150 ml). First 4-aminohexahydro-lH-azepine-l-carboxylic acid, ethyl ester (0.0269 mol) was added and then a saturated aqueous NaetaCtheta3 solution (75 ml) was added. The mixture was reacted for 2 hours. Then, the layers were separated. The separated organic layer was dried (MgSO4), filtered and the solvent was evaporated. The residue was purified by column chromatography (eluent: from 100 % CH2CL) till CH3OH/CH2Cl2 1/100). The product fractions were collected and the solvent was evaporated, yielding 8.63 of intermediate (31).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 16498-81-0, 2-Methoxynicotinic acid.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/49808; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16498-81-0, 2-Methoxynicotinic 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, COA of Formula: C7H7NO3, blongs to pyridine-derivatives compound. COA of Formula: C7H7NO3

Step 2 Preparation of N-[2-(7,8-Dimethyl-2,4-dioxo-3,4-dihvdro-2H-benzo[glpteridin- 10-vD-ethyll-2-methoxy-nicotinamide; [0116] 2-Methoxy-nicotinic acid (20 mg, 0.12 mmol) and Hunig’s base (0.024 mL,0.14 mmol) are dissolved in DMF (1 mL) followed by addition of HATU (53 mg, 0.14 mmol) at room temperature and is stirred for one hour. 10-(2-Amino-ethyl)-7,8-dimethyl- 10H-benzo[g]pteridine-2,4-dione (39 mg, 0.14 mmol) (see Intermediate 1 for preparation) is dissolved in DMF (ImL) and added to the reaction mixture. After 3 h the reaction mixture is diluted with water (2 mL) and purification is performed using preparatory HPLC (Method 3). 3-[2-(7,8-Dimethyl-2,4-dioxo-3,4-dihydro-2H-benzo[g]pteridin-10- yl)-ethylamino] -benzoic acid (12 mg) is isolated following lyophilization of the appropriate fractions (Yield: 24%). 1H NMR (400 MHz, DMSO-d6) delta 11.37 (s, 1H), 8.48 (m, 1H), 8.28 (m, 1H)5 8.02 (m, 1H), 7.89 (m, 2H), 4.81 (m, 2H), 3.78 (m, 5H), 2.33 (s, 3H), 2.30 (s, 3H). LC-MS m/z 421.2 [M+H]+. Retention time = 5.31 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16498-81-0, 2-Methoxynicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; BIORELIX, INC.; COISH, Philip, D.G.; WICKENS, Philp; AVOLA, Stephanie; BABOULAS, Nick; BELLO, Angelica; BERMAN, Judd; KAUR, Harpreet; MOON, David; PHAM, Vinh; ROUGHTON, Andrew; WILSON, Jeffrey; ARISTOFF, Paul, Adrian; BLOUNT, Kenneth, F.; DIXON, Brian, R.; MYUNG, Jayhyuk; OSTERMAN, David; BELLIOTTI, Thomas, R.; CHRUSCIEL, Robert, A.; EVANS, Bruce, R.; LEIBY, Jeffrey, A.; SCHOSTAREZ, Heinrich, J.; UNDERWOOD, Dennis; NAVIA, Manuel; SCIAVOLINO, Frank; WO2011/8247; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16498-81-0, 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.16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.

To a 100-mL round-bottomed flask was added 2-methoxynicotinic acid (1.52 g, 9.93 mmol, Aldrich, St. Louis, MO) and borane methyl sulfide complex (3.77 mL, 39.7 mmol, Aldrich, St. Louis, MO) in tetrahydrofuran (30 mL). The reaction mixture was stirred at 70 C for 16 h. The mixture was cooled to 0 C and MeOH (10 mL) was added dropwise. After the addition was completed, the reaction mixture was stirred for further 20 min. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 60% EtOAc/hexanes to give (2-methoxy-3-pyridinyl)methanol (1.15 g) as a white solid.

Statistics shows that 16498-81-0 is playing an increasingly important role. we look forward to future research findings about 2-Methoxynicotinic acid.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16498-81-0, Adding some certain compound to certain chemical reactions, such as: 16498-81-0, name is 2-Methoxynicotinic acid,molecular formula is C7H7NO3, 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 16498-81-0.

PREPARATION B In a reaction flask equipped with a mechanical stirrer and dry ice condenser, there were placed 25.5 g. (0.166 mole) of 2-methoxynicotinic acid (the product of Preparation A) and 1500 ml. of water. Stirring was then commenced and chlorine gas was bubbled into the resultant slurry until saturation of same was complete with respect to said gas. This step required a period of 30 minutes. At the end of this time, the reaction mixture was allowed to stir at room temperature (~20 C.) for a period of approximately 16 hours (i.e., overnight) and then was filtered to remove crude product. The latter material was then washed with water and air dried, prior to being taken up in chloroform. The chloroform solution was then washed once with saturated brine and dried over anhydrous magnesium sulfate. After removal of the drying agent by means of filtration and the solvent by means of evaporation under reduced pressure, there were ultimately obtained 26.2 g. (84%) of pure 5-chloro-2-methoxynicotinic acid in the form of a white solid material melting at 149-151 C. (literature m.p. 149-150 C., according to D. E.

According to the analysis of related databases, 16498-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US4980357; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem