Category: 1256561-65-5

Electric Literature of 1256561-65-5, 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. 1256561-65-5, name is 3-(Bromomethyl)-5-fluoropyridine hydrobromide. A new synthetic method of this compound is introduced below.

A mixture of 3-(bromomethyl)-5-fluoropyridine hydrobromide (3.4 mmol), 6-methyl- 2-sulfanylpyrimidin-4-ol (370 mg, 2.6 mmol), and triethylamine (1.7 mL, 12.0 mmol) in absolute ethanol (40 mL) was stirred at room temperature overnight. The solid material was removed by filtration. The filtrate was recovered, evaporated, co- evaporated with EtOAc (20 mL), and then dried in vacuo. The solid residue was treated with water (100 mL). The solid product was recovered by filtration, washed with water (1 x 20 mL) and diethyl ether (2 x 20 mL), and then dried in vacuo, affording the 2-{[(5-fluoropyridin-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (200 mg, 23% yield); 1H NMR (400 MHz, OMS0-d6): delta 2.21 (s, 3H), 4.41 (s, 2H), 6.02 (s (br), IH), 7. 80 (m, IH), 8.05 (dd, IH, / = 2.0 Hz, 7.6 Hz), 8.46 (d, IH, J = 2.7 Hz), 8.54 (t, IH, J = 1.6 Hz); M+ 252. The product was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256561-65-5, its application will become more common.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5 ,Some common heterocyclic compound, 1256561-65-5, molecular formula is C6H6Br2FN, 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.

Potassium carbonate (193 mg, 1.396 mmol) and 3-(bromomethyl)-5-fluoropyridine hydrobromide (151 mg, 0.558 mmol; Sunshine Chemlab) were added to a solution of 2.2.7-trifluoro-8-(1-hydroxyethyl)-2H-1 ,4-benzoxazin-3(4H)-one (138 mg; may be prepared as described in intermediate 1 1 ) in dry DMF (5 ml_). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was dissolved in DCM (3 ml.) and 10% w/v aqueous citric acid (2 ml_). The layers were separated and the aqueous was extracted with DCM (2 x 2 ml_). The combined organic layers were dried (hydrophobic frit) and evaporated to give a brown oil (137 mg). This was purified by MDAP (formic acid method) to give a brown oil (104 mg). 96 mg of this racemic mixture was resolved using a Chiralpak AS column eluting with heptane: ethanol (90:10) v/v pump-mixed. Using these conditions the faster-running enantiomer 2,2,7-trifluoro-4-[(5- fluoro-3-pyridinyl)methyl]-8-[(1 S)- 1 -hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (42 mg, Compound 99) and the slower-running enantiomer 2,2,7-trifluoro-4-[(5-fluoro-3- pyridinyl)methyl]-8-[(1 R)-1-hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (40 mg, Compound 100) were obtained in >99% enantiomeric excess. 1H NMR (CD3OD) delta: 1.60 (3H, d), 5.32 – 5.40 (1 H, m), 7.01 (1 H, t), 7.18 – 7.25 (1 H, m), 7.57 (1 H, d), 8.38 – 8.45 (2H, m). m/z [M+H]+: 356.9 Retention time 0.85 min (LC/MS method 3). The absolute configurations were determined by ab initio vibrational circular dichroism.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256561-65-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5 ,Some common heterocyclic compound, 1256561-65-5, molecular formula is C6H6Br2FN, 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.

Potassium carbonate (193 mg, 1.396 mmol) and 3-(bromomethyl)-5-fluoropyridine hydrobromide (151 mg, 0.558 mmol; Sunshine Chemlab) were added to a solution of 2.2.7-trifluoro-8-(1-hydroxyethyl)-2H-1 ,4-benzoxazin-3(4H)-one (138 mg; may be prepared as described in intermediate 1 1 ) in dry DMF (5 ml_). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was dissolved in DCM (3 ml.) and 10% w/v aqueous citric acid (2 ml_). The layers were separated and the aqueous was extracted with DCM (2 x 2 ml_). The combined organic layers were dried (hydrophobic frit) and evaporated to give a brown oil (137 mg). This was purified by MDAP (formic acid method) to give a brown oil (104 mg). 96 mg of this racemic mixture was resolved using a Chiralpak AS column eluting with heptane: ethanol (90:10) v/v pump-mixed. Using these conditions the faster-running enantiomer 2,2,7-trifluoro-4-[(5- fluoro-3-pyridinyl)methyl]-8-[(1 S)- 1 -hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (42 mg, Compound 99) and the slower-running enantiomer 2,2,7-trifluoro-4-[(5-fluoro-3- pyridinyl)methyl]-8-[(1 R)-1-hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (40 mg, Compound 100) were obtained in >99% enantiomeric excess. 1H NMR (CD3OD) delta: 1.60 (3H, d), 5.32 – 5.40 (1 H, m), 7.01 (1 H, t), 7.18 – 7.25 (1 H, m), 7.57 (1 H, d), 8.38 – 8.45 (2H, m). m/z [M+H]+: 356.9 Retention time 0.85 min (LC/MS method 3). The absolute configurations were determined by ab initio vibrational circular dichroism.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256561-65-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5 ,Some common heterocyclic compound, 1256561-65-5, molecular formula is C6H6Br2FN, 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.

Potassium carbonate (193 mg, 1.396 mmol) and 3-(bromomethyl)-5-fluoropyridine hydrobromide (151 mg, 0.558 mmol; Sunshine Chemlab) were added to a solution of 2.2.7-trifluoro-8-(1-hydroxyethyl)-2H-1 ,4-benzoxazin-3(4H)-one (138 mg; may be prepared as described in intermediate 1 1 ) in dry DMF (5 ml_). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was dissolved in DCM (3 ml.) and 10% w/v aqueous citric acid (2 ml_). The layers were separated and the aqueous was extracted with DCM (2 x 2 ml_). The combined organic layers were dried (hydrophobic frit) and evaporated to give a brown oil (137 mg). This was purified by MDAP (formic acid method) to give a brown oil (104 mg). 96 mg of this racemic mixture was resolved using a Chiralpak AS column eluting with heptane: ethanol (90:10) v/v pump-mixed. Using these conditions the faster-running enantiomer 2,2,7-trifluoro-4-[(5- fluoro-3-pyridinyl)methyl]-8-[(1 S)- 1 -hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (42 mg, Compound 99) and the slower-running enantiomer 2,2,7-trifluoro-4-[(5-fluoro-3- pyridinyl)methyl]-8-[(1 R)-1-hydroxyethyl]-2H-1 ,4-benzoxazin-3(4H)-one (40 mg, Compound 100) were obtained in >99% enantiomeric excess. 1H NMR (CD3OD) delta: 1.60 (3H, d), 5.32 – 5.40 (1 H, m), 7.01 (1 H, t), 7.18 – 7.25 (1 H, m), 7.57 (1 H, d), 8.38 – 8.45 (2H, m). m/z [M+H]+: 356.9 Retention time 0.85 min (LC/MS method 3). The absolute configurations were determined by ab initio vibrational circular dichroism.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256561-65-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5, 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 1256561-65-5, name is 3-(Bromomethyl)-5-fluoropyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3 -(bromomethyl)-5 -fluoro-pyridine hydrobromide AA (53 mg, 0.19 mmol, 2.1 eq.) and sodium hydride (6.6 mg, 0.28 mmol, 3.0 eq.) in DMF (500 1iL) were stirred for 10 minutes. Compound Z (prepared according to methods described in Example 5) (25 mg, 0.092 mmol, 1.0 eq.) was added. After 18 hours, the reaction was diluted with ethyl acetate and washed with water and brine twice. The organic layerss were combined, dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by reverse phase HPLC afforded 12.8 mg (3 7%) of the title compound. ?H NMR (400 MHz, DMSO-d6) (5 8.47 (d, J= 2.8 Hz, 1H), 8.43 (s, 1H), 8.25 (s, 1H), 7.66 (s, 1H), 7.57- 7.53 (m, 2H), 7.36 (dd, J 1.92, 9.72 Hz, 1H), 7.29-7.25 (m, 2H), 4.41 (s, 2H), 3.49 (t, J= 5.2 Hz, 2H), 3.18 (t, J= 5.2 Hz, 2H), 2.76 (s, 3H); ES-MS [M+1]: 381.2.

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 1256561-65-5, 3-(Bromomethyl)-5-fluoropyridine hydrobromide.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; LINDSLEY, Craig, W.; EMMITTE, Kyle A.; FELTS, Andrew S.; BOLLINGER, Katrina A.; (140 pag.)WO2016/149324; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256561-65-5, 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 1256561-65-5, name is 3-(Bromomethyl)-5-fluoropyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3 -(bromomethyl)-5 -fluoro-pyridine hydrobromide AA (53 mg, 0.19 mmol, 2.1 eq.) and sodium hydride (6.6 mg, 0.28 mmol, 3.0 eq.) in DMF (500 1iL) were stirred for 10 minutes. Compound Z (prepared according to methods described in Example 5) (25 mg, 0.092 mmol, 1.0 eq.) was added. After 18 hours, the reaction was diluted with ethyl acetate and washed with water and brine twice. The organic layerss were combined, dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by reverse phase HPLC afforded 12.8 mg (3 7%) of the title compound. ?H NMR (400 MHz, DMSO-d6) (5 8.47 (d, J= 2.8 Hz, 1H), 8.43 (s, 1H), 8.25 (s, 1H), 7.66 (s, 1H), 7.57- 7.53 (m, 2H), 7.36 (dd, J 1.92, 9.72 Hz, 1H), 7.29-7.25 (m, 2H), 4.41 (s, 2H), 3.49 (t, J= 5.2 Hz, 2H), 3.18 (t, J= 5.2 Hz, 2H), 2.76 (s, 3H); ES-MS [M+1]: 381.2.

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 1256561-65-5, 3-(Bromomethyl)-5-fluoropyridine hydrobromide.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; LINDSLEY, Craig, W.; EMMITTE, Kyle A.; FELTS, Andrew S.; BOLLINGER, Katrina A.; (140 pag.)WO2016/149324; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem