1-(5-Bromopyridin-2-yl)ethanone
Ethanone, 1-(5-bromo-2-pyridinyl)-
CAS: 214701-49-2
Molecular Formula: C7H6BrNO
1-(5-Bromopyridin-2-yl)ethanone - Names and Identifiers
1-(5-Bromopyridin-2-yl)ethanone - Physico-chemical Properties
| Molecular Formula | C7H6BrNO |
| Molar Mass | 200.03 |
| Density | 1.534±0.06 g/cm3(Predicted) |
| Melting Point | 112 °C |
| Boling Point | 257.2±25.0 °C(Predicted) |
| Flash Point | 109.4 °C |
| Solubility | Chloroform (Sparingly), Methanol (Sparingly) |
| Appearance | Yellow crystal |
| Color | White to Off-White |
| pKa | 0?+-.0.10(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
1-(5-Bromopyridin-2-yl)ethanone - Reference Information
| application | 2-acetyl -5-bromopyridine is an important new heterocyclic organic intermediate, which is an important industrial raw material and is widely used in medicine, pesticide, dye and other industries. Because the pyrazine ring has biological activity and has the irreplaceable role of other groups or functional groups in the synthesis of drugs, it is a hot field in medical research. In addition, 2-acetyl -5-bromopyridine has special chemical properties and medicinal activity. It is an intermediate of many medicines and pesticides, and its application prospect is very broad. It can also be used as pharmaceutical and pharmaceutical intermediates, hair coloring aids, polymer stabilizers, antioxidants and anti-fog agents for photosensitive materials, etc. |
| synthesis method | step 1: treat 5-bromopyridine -2-carboxylic acid (15.0g,74.3% mmol,Alfa) and DIPEA(38.8 mL) with N-methyl O-methyl hydroxylamine hydrochloride (7.24g,74.3 mmol), 222.8 mmol), HOAT(1.01g,7.43 mmol),EDCI(21.4g,111.4 mmol) and DMF(150 mL) solution. Stir the mixture at room temperature for 48 hours, then add water (100 mL). The mixture was concentrated to about 50 mL under high vacuum and diluted with 300 mL of toluene. Separate each layer and use water (100 mL) and 0.1 N HCl(100 mL). The organic layer was dried (MgSO4) and concentrated to provide 67 a1 for use in the next step. 67a 1. Step 2: Dissolve amide 67 a1(919.0g,40.8 mmol) in THF(100 mL) and cool to -78°C. The mixture was treated with MeLi(31.6 mL,44.9 mmol) and stirred for 1 h at this temperature. The reaction was quenched with saturated NH4Cl and the solvent was evaporated. The residue was alkalized with saturated NaHCO3 and extracted with EtOAc(2x). The combined organic layer is dried (MgSO4), filtered and concentrated. The residue 2-acetyl-5-bromopyridine was purified by rapid chromatography. figure 2-acetyl -5-bromopyridine synthesis route |
Last Update：2024-04-09 21:01:54
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