5-Fluoro-2-iodopyridine synthesis
- Product Name:5-Fluoro-2-iodopyridine
- CAS Number:159870-80-1
- Molecular formula:C5H3FIN
- Molecular Weight:222.99
41404-58-4
159870-80-1
General procedure for the synthesis of 5-fluoro-2-iodopyridine from 2-bromo-5-fluoropyridine: under nitrogen protection, Cu2O (7.2 mg, 10 mol%), L-proline (11.5 mg, 20 mol%), 2-bromo-5-fluoropyridine (0.50 mmol), potassium iodide (KI, 249 mg, 0.75 mmol) and ethanol (EtOH, 1.5 mL). After sealing the Schlenk tube with a PTFE valve, the reaction mixture was stirred at 110 °C. The reaction process was monitored by gas chromatography (GC) analysis. Upon completion of the reaction, the yield was determined by GC using an appropriate internal standard (e.g., chlorobenzene or 1-chloro-4-methylbenzene) for highly volatile products; or the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent ratio of petroleum ether/ethyl acetate = 10/1) to give the target product 5-fluoro-2-iodopyridine.
41404-58-4
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$5.00/1g
159870-80-1
90 suppliers
$32.00/100mg
Yield: 87 %Chromat.
Reaction Conditions:
with copper(I) oxide;L-proline;potassium iodide in ethanol at 110; for 30 h;Schlenk technique;Inert atmosphere;Sealed tube;
Steps:
2.2. General procedure for aryl and heteroaryl bromide-iodideexchange reaction
General procedure: A Schlenk tube was charged with Cu2O (7.2 mg, 10 mol%), l-proline (11.5 mg, 20 mol%), aryl (or heteroaryl) bromide (1 or 3,0.50 mmol), potassium iodide (KI) (249 mg, 0.75 mmol), and EtOH(1.5 mL) under nitrogen atmosphere. The Schlenk tube was sealedwith a teflon valve, and then the reaction mixture was stirred at110C for a period (the reaction progress was monitored by GCanalysis). After the reaction was completed, GC yield of high volatileproduct was determined using an appropriate internal standard(chlorobenzene or 1-chloro-4-methylbenzene) or the solvent wasremoved under reduced pressure. The residue obtained was puri-fied via silica gel chromatography (eluent: petroleum ether/ethylacetate = 10/1) to afford aryl iodides 2a-2o or heteroaryl iodides4a-4g.
References:
Feng, Xiujuan;Li, Lingyu;Yu, Xiaoqiang;Yamamoto, Yoshinori;Bao, Ming [Catalysis Today,2016,vol. 274,p. 129 - 132]