No renderable structure data available
C1=CC(=[N+](C=C1Br)[O-])COChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | (5-bromo-1-oxidopyridin-1-ium-2-yl)methanol |
|---|---|
| IUPAC Name | — |
| CAS Number | 638219-84-8 |
| Database ID | 67299921 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
(5-bromo-1-oxidopyridin-1-ium-2-yl)methanol (CAS 638219-84-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 67299921
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8b1e3c7689a1451988603951cbf17a9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-2-hydroxymethyl-pyridine-1-oxide (6.43 g, 31.5 mmol) in THF (200 ml) was added sodium hydride (1.51 g, 63.1 mmol) at 0° C., and then the reaction mixture was stirred at ambient temperature for 1 h. After cooling to 0° C., methyl iodide (2.90 ml, 46.6 mmol) was added. The temperature was raised to ambient temperature and the reaction mixture was heated to 70° C. for 1 h. After cooling to 0° C. the reaction mixture was quenched with MeOH. The solvents were removed, and the crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 4.8 g (70%) of the title compound. After cooling to 0° C. The temperature was raised to ambient temperature the reaction mixture was heated to 70° C. for 1 h After cooling to 0° C. the reaction mixture was quenched with MeOH The solvents were removed the crude product was purified by silica gel chromatography
Source ID: ord-21f9bab9c34a466ea9601788f5ada127Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-2-hydroxymethyl-pyridine-1-oxide (6.43 g, 31.5 mmol) in THF (200 ml) was added sodium hydride (1.51 g, 63.1 mmol) at 0° C., and then the reaction mixture was stirred at ambient temperature for 1 h. After cooling to 0° C., methyl iodide (2.90 ml, 46.6 mmol) was added. The temperature was raised to ambient temperature and the reaction mixture was heated to 70° C. for 1 h. After cooling to 0° C. the reaction mixture was quenched with MeOH. The solvents were removed, and the crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 4.8 g (70%) of the title compound. After cooling to 0° C. The temperature was raised to ambient temperature the reaction mixture was heated to 70° C. for 1 h After cooling to 0° C. the reaction mixture was quenched with MeOH The solvents were removed the crude product was purified by silica gel chromatography
Source ID: ord-21f9bab9c34a466ea9601788f5ada127Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Bromo-pyridin-2-yl-methanol (6.0 g, 31.9 mmol) was dissolved in dichloromethane (80 ml) and cooled to 0° C. A solution of 3-chloroperbenzoic acid (8.26 g, 47.9 mmol) in dichloromethane (20 ml) was slowly added, the ice bath was removed after completion of the addition, and the reaction mixture was stirred at ambient temperature for 1 h. The solvent was removed and the crude product was purified by silica gel chromatography using ethyl acetate to yield 3.68 g (56%) of the title compound. the ice bath was removed after completion of the addition The solvent was removed the crude product was purified by silica gel chromatography
Source ID: ord-64224fedb05144baa1094ab08980c7a3Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8b1e3c7689a1451988603951cbf17a9cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-2-hydroxymethyl-pyridine-1-oxide (6.43 g, 31.5 mmol) in THF (200 ml) was added sodium hydride (1.51 g, 63.1 mmol) at 0° C., and then the reaction mixture was stirred at ambient temperature for 1 h. After cooling to 0° C., methyl iodide (2.90 ml, 46.6 mmol) was added. The temperature was raised to ambient temperature and the reaction mixture was heated to 70° C. for 1 h. After cooling to 0° C. the reaction mixture was quenched with MeOH. The solvents were removed, and the crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 4.8 g (70%) of the title compound. After cooling to 0° C. The temperature was raised to ambient temperature the reaction mixture was heated to 70° C. for 1 h After cooling to 0° C. the reaction mixture was quenched with MeOH The solvents were removed the crude product was purified by silica gel chromatography
Source ID: ord-dff00ff4b725402f848db5435530ede9Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Bromo-pyridin-2-yl-methanol (6.0 g, 31.9 mmol) was dissolved in dichloromethane (80 ml) and cooled to 0° C. A solution of 3-chloroperbenzoic acid (8.26 g, 47.9 mmol) in dichloromethane (20 ml) was slowly added, the ice bath was removed after completion of the addition, and the reaction mixture was stirred at ambient temperature for 1 h. The solvent was removed and the crude product was purified by silica gel chromatography using ethyl acetate to yield 3.68 g (56%) of the title compound. the ice bath was removed after completion of the addition The solvent was removed the crude product was purified by silica gel chromatography
Source ID: ord-4ce3e060ff034c87a4dbc91a7aa5f64eConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Bromo-pyridin-2-yl-methanol (6.0 g, 31.9 mmol) was dissolved in dichloromethane (80 ml) and cooled to 0° C. A solution of 3-chloroperbenzoic acid (8.26 g, 47.9 mmol) in dichloromethane (20 ml) was slowly added, the ice bath was removed after completion of the addition, and the reaction mixture was stirred at ambient temperature for 1 h. The solvent was removed and the crude product was purified by silica gel chromatography using ethyl acetate to yield 3.68 g (56%) of the title compound. the ice bath was removed after completion of the addition The solvent was removed the crude product was purified by silica gel chromatography
Source ID: ord-4ce3e060ff034c87a4dbc91a7aa5f64eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-2-hydroxymethyl-pyridine-1-oxide (6.43 g, 31.5 mmol) in THF (200 ml) was added sodium hydride (1.51 g, 63.1 mmol) at 0° C., and then the reaction mixture was stirred at ambient temperature for 1 h. After cooling to 0° C., MeI (2.90 ml, 46.6 mmol) was added. The temperature was raised to ambient temperature and the reaction mixture was heated to 70° C. for 1 h. After cooling to 0° C. the reaction mixture was quenched with MeOH. The solvents were removed, and the crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 4.8 g (70%) of the title compound. After cooling to 0° C. The temperature was raised to ambient temperature the reaction mixture was heated to 70° C. for 1 h After cooling to 0° C. the reaction mixture was quenched with MeOH The solvents were removed the crude product was purified by silica gel chromatography
Source ID: ord-19dad4eafa5a40cf856e264c5ae0af8eConditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Bromo-pyridin-2-yl-methanol (6.0 g, 31.9 mmol) was dissolved in methylenechloride (80 ml) and cooled to 0° C. A solution of 3-chloroperbenzoic acid (8.26 g, 47.9 mmol) in methylenechloride (20 ml) was slowly added, the ice bath was removed after completion of the addition, and the reaction mixture was stirred at ambient temperature for 1 h. The solvent was removed and the crude product was purified by silica gel chromatography using ethyl acetate to yield 3.68 g (56%) of the title compound. the ice bath was removed after completion of the addition The solvent was removed the crude product was purified by silica gel chromatography
Source ID: ord-95e0ac61ecfe4a9b970e04c13a9930ebConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 5-bromo-2-hydroxymethyl-pyridine-1-oxide (6.43 g, 31.5 mmol) in THF (200 ml) was added sodium hydride (1.51 g, 63.1 mmol) at 0° C., and then the reaction mixture was stirred at ambient temperature for 1 h. After cooling to 0° C., methyl iodide (2.90 ml, 46.6 mmol) was added. The temperature was raised to ambient temperature and the reaction mixture was heated to 70° C. for 1 h. After cooling to 0° C. the reaction mixture was quenched with MeOH. The solvents were removed, and the crude product was purified by silica gel chromatography using an ethyl acetate/hexane eluent to yield 4.8 g (70%) of the title compound. After cooling to 0° C. The temperature was raised to ambient temperature the reaction mixture was heated to 70° C. for 1 h After cooling to 0° C. the reaction mixture was quenched with MeOH The solvents were removed the crude product was purified by silica gel chromatography
Source ID: ord-21f9bab9c34a466ea9601788f5ada127Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 5-Bromo-pyridin-2-yl-methanol (6.0 g, 31.9 mmol) was dissolved in dichloromethane (80 ml) and cooled to 0° C. A solution of 3-chloroperbenzoic acid (8.26 g, 47.9 mmol) in dichloromethane (20 ml) was slowly added, the ice bath was removed after completion of the addition, and the reaction mixture was stirred at ambient temperature for 1 h. The solvent was removed and the crude product was purified by silica gel chromatography using ethyl acetate to yield 3.68 g (56%) of the title compound. the ice bath was removed after completion of the addition The solvent was removed the crude product was purified by silica gel chromatography
Source ID: ord-64224fedb05144baa1094ab08980c7a3PubChem References
These sources are listed in the compound's public database record.
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