5-Cyclopropyl-2-fluoro-4-iodopyridine synthesis
- Product Name:5-Cyclopropyl-2-fluoro-4-iodopyridine
- CAS Number:1034467-84-9
- Molecular formula:C8H7FIN
- Molecular Weight:263.05
1034467-82-7
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1034467-84-9
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Yield:1034467-84-9 65%
Reaction Conditions:
Stage #1: 5-cyclopropyl-2-fluoro-3-iodo-pyridinewith lithium diisopropyl amide in tetrahydrofuran at -75; for 3.5 h;
Stage #2: with water in tetrahydrofuran at 20; for 1 h;
Steps:
48
Preparation 48; 5-Cyclopropyl-2-fluoro-4-iodo-pyridine; Cool a solution of 5-cyclopropyl-2-fluoro-3-iodo-pyridine (1.7 g, 6.5 mmol) in THF (20 mL) to -75 0C in dry ice-acetone bath under nitrogen. Add lithium diisopropylamide (2 M in THF, 3.9 mL, 7.8 mmol) during a period of 30 min. Stir the mixture for another 3 hours before adding water (100 mL). Then allow the temperature to rise to room temperature during 1 hour under stirring. Extract the solution with ether.Concentrate the solution in vacuo to brown oil. Purify the oil by column chromatography (hexane-> 15 % ethyl acetate in hexane) to afford the product as a yellow oil (1.1 g, 65 %).
References:
WO2008/76705,2008,A1 Location in patent:Page/Page column 20
171197-80-1
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1034467-84-9
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1034467-80-5
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$45.00/10mg
1034467-84-9
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