5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine synthesis
- Product Name:5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine
- CAS Number:228710-82-5
- Molecular formula:C11H11BrN2
- Molecular Weight:251.12
1072-97-5
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110-13-4
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228710-82-5
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Yield:228710-82-5 92%
Reaction Conditions:
with toluene-4-sulfonic acid in toluene; for 14 h;Heating / reflux;
Steps:
38 EXAMPLE 38; 5-BROMO-2-F2, 5-DIMETHYLPYRROL-YL PYRIDINE
5-Bromopyridin-2-yl-amine (13. 8g, 0. 08MOL), acetonylacetone (14. 1 ml, 0. 12mol) and p-toluenesulphonic acid (100MG) were dissolved in toluene (180ML) and REFLUXED under Dean Stark conditions for 14 hours. After cooling, the brown solution was poured into water (200MOI) and extracted with toluene (2 x 200ml). The organic extracts were combined and washed with brine (50MI) then dried over anhydrous magnesium sulphate, filtered and concentrated in vacuo to give crude product. This was purified by column chromatography on silica eluting with ethyl acetate: pentane (1: 3) to give the title compound as a brown oil (18. 4g, 0. 073MOL, 92%). 1H NMR (CDC13, 400MHZ) 8 : 2.18 (s, 6H), 5.90 (s, 2H), 7.11 (d, 1 H), 7.92 (d, 1 H), 8.62 (s, 1 H). LRMS: M/Z 253 (M-H+, Br isotope).
References:
WO2004/52372,2004,A1 Location in patent:Page 85-86
1072-97-5
697 suppliers
$9.00/1g
7440-44-0
294 suppliers
$12.00/25g
110-13-4
374 suppliers
$10.00/5g
228710-82-5
54 suppliers
$50.00/250mg