Identification | Back Directory | [Name]
4-BROMO-2,3-DIMETHYLPYRIDINE | [CAS]
259807-91-5 | [Synonyms]
4-BroMo-2,3-DiMethylpyridie 4-BROMO-2,3-DIMETHYLPYRIDINE 2,3-diMethyl-4-broMo pyridine Pyridine, 4-broMo-2,3-diMethyl- 4-Bromo-2,3-dimethylpyridine 98% 4-bromo-2,3-dimethylpyridine 1-oxide 4-BROMO-2,3-DIMETHYLPYRIDINE ISO 9001:2015 REACH | [Molecular Formula]
C7H8BrN | [MDL Number]
MFCD18253389 | [MOL File]
259807-91-5.mol | [Molecular Weight]
186.05 |
Chemical Properties | Back Directory | [Boiling point ]
227.0±35.0 °C(Predicted) | [density ]
1.415±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
4.61±0.10(Predicted) | [Appearance]
Colorless to off-white Solid-Liquid Mixture |
Hazard Information | Back Directory | [Uses]
4-Bromo-2,3-dimethylpyridine is a reagent used in the preparation of propargyl pyridinyl ethers as potential cytochrome P 450 inhibitors. | [Synthesis]
General procedure for the synthesis of 2,3-dimethyl-4-bromopyridine from 2,3-dimethyl-4-hydroxypyridine: 2,3-dimethylpyridin-4-ol (2.0 g, 20 mmol) and phosphorus tribromide (14.0 g, 49 mmol) were stirred and reacted for 4 hours at 130 °C under nitrogen protection. After completion of the reaction, the reaction mixture was slowly poured into ice water and adjusted to alkaline with aqueous sodium hydroxide. Subsequently, the mixture was extracted with ether and water. The organic phase was concentrated under reduced pressure to remove the ether to give a brown needle-like solid product (2.03 g, 90% purity, 60% yield). The structure of the product was confirmed by 1H NMR (CDCl3) and LC/MS: 1H NMR (CDCl3) δ 8.10 (d, 1H), 7.34 (d, 1H), 2.58 (s, 3H), 2.39 (s, 3H); LC/MS: retention time (5-100-7 method) = 3.555 min; m/z 185.7 ([M + H ]+, 100%), 187.7 ([M + H + 2]+, 97%). | [References]
[1] Patent: WO2010/117425, 2010, A1. Location in patent: Page/Page column 111 |
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