3-Bromo-2-methylpyridine synthesis
- Product Name:3-Bromo-2-methylpyridine
- CAS Number:38749-79-0
- Molecular formula:C6H6BrN
- Molecular Weight:172.02
109-06-8
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$16.00/25g
38749-79-0
360 suppliers
$8.00/1g
Yield:38749-79-0 12%
Reaction Conditions:
with aluminum (III) chloride;bromine at 100; for 1.5 h;
Steps:
182
Reference Example 182 3-bromo-2-methylpyridine; 2-Methylpyridine (46.6 g) was added dropwise to aluminum chloride (200 g) and the mixture was stirred at 100° C. To a mixture was added dropwise bromine (40.0 g) at the same temperature over 1 hr, and the mixture was further stirred for 30 min. After cooling, the reaction mixture was poured into ice water, concentrated hydrochloric acid was added until the mixture was acidified. The obtained solution was washed with ethyl acetate, and the aqueous layer was basified with a 8 mol/L aqueous sodium hydroxide solution. After extraction with diethyl ether, the extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-diethyl ether=10:1) to give the title compound as a colorless oil (yield 5.09 g, 12%). 1H-NMR (CDCl3)δ: 2.67 (3H, s), 6.98-7.03 (1H, m), 7.78-7.82 (1H, m), 8.40-8.44 (1H, m).
References:
Takeda Pharmaceutical Company Limited US2007/60623, 2007, A1 Location in patent:Page/Page column 50
109-06-8
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$16.00/25g
3430-13-5
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$5.00/5g
38749-79-0
360 suppliers
$8.00/1g