669066-36-8| 3-Fluoro-5-iodopicolinonitrile| Ambeed

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CAS No. :	669066-36-8
Formula :	C₆H₂FIN₂
M.W :	248.00
SMILES Code :	N#CC1=NC=C(I)C=C1F

Yield	Reaction Conditions	Operation in experiment
63%	With diisopropylamine; In tetrahydrofuran; water; ethyl acetate;	3-Fluoro-5-iodo-2-pyridinecarbonitrile. Modified from WO 2004/019868. To a cold (-78 C.) solution of freshly prepared LDA (39 mL, 0.5 M in THF, 19.5 mmol) in 100 mL of THF was added a precooled (0 C.) solution of <strong>[669066-35-7]3-fluoro-4-iodo-2-pyridinecarbonitrile</strong> (3.72 g, 15.0 mmol) in THF dropwise. The resultant solution was stirred at -78 C. for 2.5 hours. Water was added followed by ethyl acetate and the mixture was warmed to ambient temperature. The layers were separated and the organic layer was washed with brine. The aqueous layer was extracted with ethyl acetate and the combined organics were dried over sodium sulphate. Filtration and concentration followed by purification by silica gel chromatography provided 3-fluoro-5-iodo-2-pyridinecarbonitrile (2.35 g, 63%) as a white solid along with recovered starting material (456 mg). 1H NMR (300 MHz, CDCl3) delta 8.82 (s, 1H) 8.06 (dd, J=7.5, 1.5 Hz, 1H).
	With lithium diisopropyl amide; In tetrahydrofuran; at -78℃; for 2h;	A solution of LDA (16.9 mmol) in 200 mL THF at-78 C was treated with the above carbonitrile (4.2 g, 16.9 mmol) in 50 mL of THF drop-wise. After 2 hours the reaction was quenched with water and warmed to room temperature. The mixture was diluted with ether, washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-20% ethyl acetate in hexanes to provide 3-fluoro-5-iodopyridine-2- carbonitrile that gave proton NMR spectra consistent with theory.

Precautionary Statements-General
Code	Phrase
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Prevention
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P222	Do not allow contact with air.
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P230	Keep wetted
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Response
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P321
P322
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P378
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P390	Absorb spillage to prevent material damage.
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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P370 + P378	In case of fire:
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P401
P402	Store in a dry place.
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Disposal
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 669066-36-8

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CAS No.: 669066-36-8

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