Category: 58481-17-7

Synthetic Route of 58481-17-7, 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.58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate, molecular formula is C8H9NO3, molecular weight is 167.16, as common compound, the synthetic route is as follows.

Methyl 2-{hydroxymethyl)isontcotinate (3,17mmol, 0.53Og) and triethylamine(9.51 mmol, 1.322mL, 0.963g) were stirred in dichloromethane (2OmL) at O0C.Methanesulfony chloride (4.7betammol, 0.368mL. 0.545g) was added dropwise and the reaction stirred at room temperature for 1 hour. The reaction mixture was washed with water, dried over sodium sulfate and concentrated under vacuum to afford the title compound (688mg). MS (ES.) m/z 246.4 p+Hf

The chemical industry reduces the impact on the environment during synthesis 58481-17-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; N.V. ORGANON; PHARMACOPEIA, LLC; COOKE, Andrew, John; BENNETT, David, Jonathan; EDWARDS, Andrew Stanley; ROUGHTON, Andrew Laird; NEAGU, Irina; CHAN, Jui-Hsiang; HO, Koc-Kan; ANSARI, Nasrin; MORRIS, Michelle Lee; RONG, Yajing; OHLMEYER, Michael; WO2010/25179; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58481-17-7, 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.58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate, molecular formula is C8H9NO3, molecular weight is 167.16, as common compound, the synthetic route is as follows.

Methyl 2-{hydroxymethyl)isontcotinate (3,17mmol, 0.53Og) and triethylamine(9.51 mmol, 1.322mL, 0.963g) were stirred in dichloromethane (2OmL) at O0C.Methanesulfony chloride (4.7betammol, 0.368mL. 0.545g) was added dropwise and the reaction stirred at room temperature for 1 hour. The reaction mixture was washed with water, dried over sodium sulfate and concentrated under vacuum to afford the title compound (688mg). MS (ES.) m/z 246.4 p+Hf

The chemical industry reduces the impact on the environment during synthesis 58481-17-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; N.V. ORGANON; PHARMACOPEIA, LLC; COOKE, Andrew, John; BENNETT, David, Jonathan; EDWARDS, Andrew Stanley; ROUGHTON, Andrew Laird; NEAGU, Irina; CHAN, Jui-Hsiang; HO, Koc-Kan; ANSARI, Nasrin; MORRIS, Michelle Lee; RONG, Yajing; OHLMEYER, Michael; WO2010/25179; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, 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, name: Methyl 2-(hydroxymethyl)isonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-(hydroxymethyl)isonicotinate

Under ice-cooling, sodium hydride (187 mg, 60%, dispersed in liquid paraffin) was added to a solution ofmethyl 2-(hydroxymethyl)isonicotinate (650 mg) in N,N-dimethyl formamide (8.0 mL), followed by stirringfor 15 minutes. Methyl iodide (740 muL) was added thereto, followed by stirring for 1 hour. Ethyl acetate wasadded thereto, then, the organic layer was washed with a saturated aqueous sodium chloride solution, anddried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the obtainedresidues were purified by silica gel column chromatography (hexane:ethyl acetate=9:1?1:1), wherebymethyl 2-(methoxymethyl)isonicotinate (370 mg) was obtained as a colorless oily material

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; KUBO, Yohei; ANDO, Makoto; TANAKA, Hidehiko; OSAKA, Shuhei; MATSUMOTO, Takuya; NAKATA, Hiyoku; TERADA, Daisuke; NITABARU, Tatsuya; (379 pag.)US2016/168139; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, 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, name: Methyl 2-(hydroxymethyl)isonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-(hydroxymethyl)isonicotinate

Under ice-cooling, sodium hydride (187 mg, 60%, dispersed in liquid paraffin) was added to a solution ofmethyl 2-(hydroxymethyl)isonicotinate (650 mg) in N,N-dimethyl formamide (8.0 mL), followed by stirringfor 15 minutes. Methyl iodide (740 muL) was added thereto, followed by stirring for 1 hour. Ethyl acetate wasadded thereto, then, the organic layer was washed with a saturated aqueous sodium chloride solution, anddried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the obtainedresidues were purified by silica gel column chromatography (hexane:ethyl acetate=9:1?1:1), wherebymethyl 2-(methoxymethyl)isonicotinate (370 mg) was obtained as a colorless oily material

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; KUBO, Yohei; ANDO, Makoto; TANAKA, Hidehiko; OSAKA, Shuhei; MATSUMOTO, Takuya; NAKATA, Hiyoku; TERADA, Daisuke; NITABARU, Tatsuya; (379 pag.)US2016/168139; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58481-17-7 , The common heterocyclic compound, 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate, molecular formula is C8H9NO3, 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.

Methyl 2-(hydroxymethyl)isonicotinate (5 g, 29.91 mmol) (from reference compound 1 , step 1 ) and triphenylphosphine (9.41 g, 35.89 mmol) were dissolved in DCM (100 mL) and cooled with an ice-bath. Perbromomethane (1 1 .90 g, 35.89 mmol) was added in small portions and the reaction mixture was stirred at 0C for 2 h and then at room temperature for 3 h. The solvent was concentrated in vacuo. The residue was purified by automated flash chromatography on 2 Biotage KP- SIL 100g columns. A gradient from 20 – 50 % of EtOAc in heptane over 10 CV was used as mobile phase. Methyl 2-(bromomethyl)isonicotinate (5.84 g, 85 %) was isolated as a dark blue oil. 1H NMR (600 MHz, CDCI3) delta 3.96 (s, 3H), 4.59 (s, 2H), 7.76 (dd, 1 H), 7.98 (s, 1 H), 8.72 (d, 1 H).

The synthetic route of 58481-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58481-17-7, 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. 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. A new synthetic method of this compound is introduced below.

Methyl 2-(hydroxymethyl)isonicotinate (2.232 g, 13.35 mmol) dissolved in THF (15 mL) and phenol (1.426 mL, 16.02 mmol) and triphenylphosphine (3.71 mL, 16.02 mmol) were added. The mixture was cooled to 0 C. (E)-diisopropyl diazene-1,2-dicarboxylate (3.24 g, 16.02 mmol) was added dropwise, the ice-bath removed and the reaction stirred at room temperature for 2 h. The solvent was evaporated and the residue was purified by automated flash chromatography on a Biotage KP-SIL 340 g column. 4:1 of EtOAc in heptane over 10 CV was used as mobile phase. Methyl 2-(phenoxymethyl)isonicotinate (2.65 g, 82%) was isolated. 1H NMR (400 MHz, cdcl3) delta 3.96 (s, 3H), 5.26 (s, 2H), 6.95-7.04 (m, 3H), 7.27-7.34 (m, 2H), 7.76-7.80 (m, 1H), 8.10 (s, 1H), 8.75 (d, 1H). MS m/z 244 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-17-7, Methyl 2-(hydroxymethyl)isonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58481-17-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-(hydroxymethyl)isonicotinate (8.36 g, 50 mmol) was dissolved in dichloromethane (150 ml_). Dess-Martin periodinane (25 g, 58.94 mmol) was added and the mixture stirred at room temperature for 2 h 30 min. Sodium sulfothioate (59.3 g, 375.00 mmol) was dissolved in satd NaHCO3 and added to the reaction mixture. The suspension was vigorously stirred at room temperature for 15 min, DCM was added and the phases were separated. The aqueous phase was extracted with DCM twice and the combined organic layers were dried over MgSO and evaporated. The residue was purified by automated flash chromatography on a Biotage KP-SIL 340g column. Gradient heptanes / EtOAc 80:20 to 65:35 over 5 CV was used as mobile phase. Methyl 2-formylisonicotinate (7 g, 85 %) was isolated as an off-white solid. 1H NMR (400 MHz, cdcl3) delta 4.00 (s, 3H), 8.09 (dd, 1 H), 8.49 (s, 1 H), 8.95 (d, 1 H), 10.15 (s, 1 H). MS m/z 165 (M+H)+

According to the analysis of related databases, 58481-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58481-17-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-(hydroxymethyl)isonicotinate (8.36 g, 50 mmol) was dissolved in dichloromethane (150 ml_). Dess-Martin periodinane (25 g, 58.94 mmol) was added and the mixture stirred at room temperature for 2 h 30 min. Sodium sulfothioate (59.3 g, 375.00 mmol) was dissolved in satd NaHCO3 and added to the reaction mixture. The suspension was vigorously stirred at room temperature for 15 min, DCM was added and the phases were separated. The aqueous phase was extracted with DCM twice and the combined organic layers were dried over MgSO and evaporated. The residue was purified by automated flash chromatography on a Biotage KP-SIL 340g column. Gradient heptanes / EtOAc 80:20 to 65:35 over 5 CV was used as mobile phase. Methyl 2-formylisonicotinate (7 g, 85 %) was isolated as an off-white solid. 1H NMR (400 MHz, cdcl3) delta 4.00 (s, 3H), 8.09 (dd, 1 H), 8.49 (s, 1 H), 8.95 (d, 1 H), 10.15 (s, 1 H). MS m/z 165 (M+H)+

According to the analysis of related databases, 58481-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58481-17-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 58481-17-7 as follows.

A. methyl 2-formylpyridine-4-carboxylate To a solution of methyl 2-(hydroxymethyl)pyridine-4-carboxylate (30 g, 179.64 mmol) in DCM (1 L) was added MnO2 (93.77 g. 1.0778 mol) at r.t. and stirred overnight. The reaction mixture was then filtered and concentrated to afford the title compound (21.3 g, 72%). [M+H] Calc’d for C8H7NO3, 166. Found, 166.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58481-17-7, its application will become more common.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Nie, Zhe; Stafford, Jeffrey Alan; Veal, James Marvin; US2014/275084; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58481-17-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 58481-17-7 as follows.

A. methyl 2-formylpyridine-4-carboxylate To a solution of methyl 2-(hydroxymethyl)pyridine-4-carboxylate (30 g, 179.64 mmol) in DCM (1 L) was added MnO2 (93.77 g. 1.0778 mol) at r.t. and stirred overnight. The reaction mixture was then filtered and concentrated to afford the title compound (21.3 g, 72%). [M+H] Calc’d for C8H7NO3, 166. Found, 166.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58481-17-7, its application will become more common.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Nie, Zhe; Stafford, Jeffrey Alan; Veal, James Marvin; US2014/275084; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem