3-BROMO-5-(2-TRIMETHYLSILYL)ETHYNYL)PYRIDINE synthesis
- Product Name:3-BROMO-5-(2-TRIMETHYLSILYL)ETHYNYL)PYRIDINE
- CAS Number:639011-64-6
- Molecular formula:C10H12BrNSi
- Molecular Weight:254.2
233770-01-9
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Yield:639011-64-6 99%
Reaction Conditions:
with triethylamine;bis-triphenylphosphine-palladium(II) chloride in acetonitrile; for 16 h;
Steps:
22
Add trimethylsilylacetylene (54. 6 mL, 389. 4 mmol) to a stirred mixture of 3- bromo-5-iodopyridine (100 g, 354 mmol) in triethylamine (800 mL) and acetonitrile (800 mL). Purge the system with nitrogen and add bis (triphenylphosphine'palladium (II) dichloride (3. 54 mmol, 2. 48 g) and stir for 16 h. Concentrate and suspend the residue in 1800 mL of hexanes. Stir for 2 h, filter and concentrate to give the title compound as a brown solid (92 g, 99%). 1H NMR (300 MHz, CDCl3) 6 8. 54 (m, 2 H), 7. 58 (m, 1 H), 0. 22 (s, 9 H) ; LC-MS (ES) : m/z = 254, 256 [M+H] +.
References:
WO2005/94822,2005,A1 Location in patent:Page/Page column 36
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