Category: 153034-82-3

Electric Literature of 153034-82-3, 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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. A new synthetic method of this compound is introduced below.

a) Hydrazine monohydrate (0.78 mL, 15.94 mmol) was added dropwise to a suspension of 2-fluoro-4-iodonicotinaldehyde (2.00 g, 7.97 mmol) in 2-propanol (20 mL) and heated at 60 C. After 2 h, the solvent was removed by rotatory evaporation and the residue dissolved in EtAcO (40 mL) and washed with water (30 mL). The organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (10D40% EtAcO/hexanes), affording 1 .62 g of 4-iodo-1 H-pyrazolo[3,4-b]pyridine, [Rf= 0.30 (20% EtAcO/hexanes), white solid, 82% yield].LC-MS ESI+ m/z: 246 (M+1 , 99%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?) : 12.45 (br s, 1 H); 8.23 (d, J= 5.0 Hz, 1 H, ArH); 7.98 (s, 1 H, ArH); 7.61 (d, J= 5.0 Hz, 1 H, ArH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-82-3, 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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. A new synthetic method of this compound is introduced below.

a) Hydrazine monohydrate (0.78 mL, 15.94 mmol) was added dropwise to a suspension of 2-fluoro-4-iodonicotinaldehyde (2.00 g, 7.97 mmol) in 2-propanol (20 mL) and heated at 60 C. After 2 h, the solvent was removed by rotatory evaporation and the residue dissolved in EtAcO (40 mL) and washed with water (30 mL). The organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (10D40% EtAcO/hexanes), affording 1 .62 g of 4-iodo-1 H-pyrazolo[3,4-b]pyridine, [Rf= 0.30 (20% EtAcO/hexanes), white solid, 82% yield].LC-MS ESI+ m/z: 246 (M+1 , 99%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?) : 12.45 (br s, 1 H); 8.23 (d, J= 5.0 Hz, 1 H, ArH); 7.98 (s, 1 H, ArH); 7.61 (d, J= 5.0 Hz, 1 H, ArH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153034-82-3 , The common heterocyclic compound, 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde, molecular formula is C6H3FINO, 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.

[00343] (2-Fluoro-4-iodopyridin-3-yl)methanol F OH. To a solution of 2-fluoro-4- iodonicotinaldehyde (3.50 g, 13.94 mmol) in absolute EtOH (56 mL) was added sodium borohydride (0.264 g, 6.97 mmol) at room temperature. The reaction was stirred at room temperature for 1 h, followed by the slow addition of 1 M aqueous hydrochloric acid. The product was extracted with CH2CI2 (repeated four times), and the organic layers were combined, dried over sodium sulfate, filtered and concentrated to dryness. The aqueous phase was basified to pH 8-10 with 2 M aqueous sodium hydroxide and extracted with diethylether (repeated four times). Then the organic layers were combined, dried over sodium sulfate, filtered, combined with the previously obtained residue and concentrated to dryness under vacuum. The residue was used without any purification in the next step. LC/MS m/z 254[M+H]+.

The synthetic route of 153034-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian K.; AUDIA, James Edmund; COTE, Alexandre; GEHLING, Victor S.; HARMANGE, Jean-christophe; HEWITT, Michael C.; LEBLANC, Yves; NAVESCHUK, Christopher G.; TAYLOR, Alexander M.; VASWANI, Rishi G.; WO2012/75383; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, 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, Safety of 2-Fluoro-4-iodonicotinaldehyde, blongs to pyridine-derivatives compound. Safety of 2-Fluoro-4-iodonicotinaldehyde

To a dry 15 mL ChemGlass pressure bottle under 2 was added (2,3,4- trifluorophenyl)hydrazine (359 mg, 2.212 mmol), 4-iodo-2-fluoro-3-formylpyridine (555.1 mg, 2.212 mmol), and anhydrous NMP (5 mL). The reaction mixture was flushed with argon, securely capped, and heated at 185C for 3h. The reaction mixture was worked up according to the procedure described in Intermediate 69A. The product was purified by Biotage Silica gel chromatography using a 25g Thompson Single Step silica cartridge with a linear gradient from 100% hexanes to 100% CH2CI2 over 12 column volumes gave 162.9 mg (20.4%) of the title compound as a yellow solid. LC/MS (Condition B): ret. T = 4.0 min, (M+H)+ 375.93.

The synthetic route of 153034-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, 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, Safety of 2-Fluoro-4-iodonicotinaldehyde, blongs to pyridine-derivatives compound. Safety of 2-Fluoro-4-iodonicotinaldehyde

To a dry 15 mL ChemGlass pressure bottle under 2 was added (2,3,4- trifluorophenyl)hydrazine (359 mg, 2.212 mmol), 4-iodo-2-fluoro-3-formylpyridine (555.1 mg, 2.212 mmol), and anhydrous NMP (5 mL). The reaction mixture was flushed with argon, securely capped, and heated at 185C for 3h. The reaction mixture was worked up according to the procedure described in Intermediate 69A. The product was purified by Biotage Silica gel chromatography using a 25g Thompson Single Step silica cartridge with a linear gradient from 100% hexanes to 100% CH2CI2 over 12 column volumes gave 162.9 mg (20.4%) of the title compound as a yellow solid. LC/MS (Condition B): ret. T = 4.0 min, (M+H)+ 375.93.

The synthetic route of 153034-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Fluoro-4-iodonicotinaldehyde

To a dry 16x100mm Chem-Glass reaction tube under 2 was added 2-fluoro- 4-iodonicotinaldehyde (600 mg, 2.390 mmol), (4-fluorophenyl)hydrazine (332 mg, 2.63 mmol) and anhydrous NMP (3.2 mL). The reaction mixture was flushed with argon, securely capped, stirred for 20 min at room temperature, and then placed in a 185C oil bath for 2h. The reaction mixture was then allowed to stir at room temperature for 16h. The reaction mixture was diluted with EtOAc (200 mL) and the organic layer was extracted with water (5 x 50 mL), brine (1 x 50 mL), dried over Na2S04, filtered and evaporated to dryness. The residue was purified by Biotage Silica gel chromatography on a 90g Thompson Single Step silica cartridge using a linear gradient from 100% hexanes to 100% dichloromethane over 12 column volumes to give 480 mg (59.2%) of the title compound, Intermediate 2A, as an off white solid. 1H NMR (500 MHz, methanol-d4) delta ppm 8.22-8.28 (3 H, m), 8.15 (1 H, s), 7.78 (1 H, d, J=4.88 Hz), 7.25-7.37 (2 H, m).LC/MS (Condition A): 100% purity; ret. T = 2.9 min, (M+H)+ 339.97.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153034-82-3, 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.153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde, molecular formula is C6H3FINO, molecular weight is 250.997, as common compound, the synthetic route is as follows.

To a stirred solution of 2-fluoro-4-iodopyridine-3- carboxaldehyde (10.Og5 39.8 rnmol) in tert-butanol (350 mL) and water (100 niL) at room temperature were added 2-methyl-2-butene (42.1 ml, 398 mmol), sodium phosphate, monobasic, monohydrate (60.5 g, 438 mmol) and sodium chlorite (18.0 g, 199 mmol). The reaction mixture was stirred at room temperature for 75 min. The reaction mixture was diluted with dichloromethane and a 6M aqueous solution of hydrochloric acid was added until pH ~2. EPO T/US2006/016344The water layer was extracted with dichloromethane. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. Purification by MPLC (CH2Cl2MeOH+ 1% AcOH: 100/0 to 80/20) afforded 2-fluoro-4-iodonicotinic acid (10.63 g, 39.8 mmol, 100% yield). MS (ESI pos. ion) m/z: 268 (MH+). Calc’d exact mass for C6H3FINO2: 267.

Statistics shows that 153034-82-3 is playing an increasingly important role. we look forward to future research findings about 2-Fluoro-4-iodonicotinaldehyde.

Reference:
Patent; Amgen Inc.; WO2006/116713; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153034-82-3 ,Some common heterocyclic compound, 153034-82-3, molecular formula is C6H3FINO, 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.

To a dry 15mL ChemGlass pressure bottle under N2 was added 4-iodo-2- fluoro-3-formylpyridine (314 mg, 1.25 mmol), (2-chloro-4-fluorophenyl)hydrazine (210 mg, 1.31 mmol), and anhydrous NMP (5 mL). The reaction mixture was purged with argon, heated at 185C for 2h, and then at 140C for 36h. The reaction mixture was worked up according to the procedure described in Intermediate 69A and the crude product was purified by Biotage Silica gel chromatography using a 80g Thompson Single Step silica cartridge with a linear gradient from 100% hexanes to 100% CH2CI2 over 12 column volumes to give 63.5 mg (13.6%) of the title compound as a pale yellow solid, LC/MS (Condition B): ret. T = 3.7 min, (M+H)+ 373.88, 375.88 and 149.3mg (30.3%) of the hydrazone intermediate as a pale yellow solid, LC/MS (Condition B): ret. T = 4.2min, (M+H)+ 393.90, 395.90.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153034-82-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem