709650-48-6|2-Amino-5-bromonicotinaldehyde hydrobromide| Ambeed

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CAS No. :	709650-48-6
Formula :	C₆H₆Br₂N₂O
M.W :	281.93
SMILES Code :	O=CC1=C(N)N=CC(Br)=C1.[H]Br
MDL No. :	MFCD28805511

Yield	Reaction Conditions	Operation in experiment
48%		Step-(ii): Synthesis of ethyl 1-4(2-amino-5-bromopyridin-3-yl)methyl)amino)cyclopropane carboxylate (U) To a stirred solution of ethyl-<strong>[42303-42-4]1-aminocyclopropanecarboxylate hydrochloride</strong> (9.77 g, 59.21 mmol) in methanol (100 mL) were added triethylamine (15.46 mL, 111.18 mmol) and 2-amino-5-bromonicotinaldehyde hydrobromide (T) (10.3 g, 36.78 mmol) at 0 C. and the reaction mixture was allowed to stir at 20-35 C. for 16 h. Then sodium cyano-borohydride (7 g, 111.39 mmol) was added at 0 C. and the reaction mixture was allowed to stir at 20-35 C. for another 16 h. The reaction mixture was rotary evaporated under vacuum and the resultant residue was diluted with water (200 mL) and extracted with ethyl acetate (2*200 mL). The organic layer was washed with brine (100 mL), dried over anhydrous Na2SO4 and filtered. The filtrate was rotary evaporated under vacuum to get residue which was purified by column chromatography using mixture of 4% methanol/dichloromethane as an eluent to get the desired compound as a brown waxy solid (5.6 g, 48%); 1H NMR (400 MHz, DMSO-d6) delta 7.89 (d, J=2.4 Hz, 1H), 7.44 (d, J=2.0 Hz, 1H), 6.16 (bs, 2H), 4.13-4.03 (m, 2H), 3.59 (d, J=4.4 Hz, 2H), 2.92-2.84 (m, 1H), 1.24-1.14 (m, 5H), 1.04-0.98 (m, 2H); LC-MS: 314.3 (M+1)+.
48%		To a stirred solution of ethyl- <strong>[42303-42-4]1-aminocyclopropanecarboxylate hydrochloride</strong> (9.77 g, 59.21 mmol) in methanol (100 mL) were added triethylamine (15.46 mL, 111.18 mmol) and 2-amino-5-bromonicotinaldehyde hydrobromide (T) (10.3 g, 36.78 mmol) at 0C and the reaction mixture was allowed to stir at 20-35C for 16h. Then sodium cyano- borohydride (7 g, 111.39 mmol) was added at 0C and the reaction mixture was allowed to stir at 20-35 C for another 16 h. The reaction mixture was rotary evaporated under vacuum and the resultant residue was diluted with water (200 mL) and extracted with ethyl acetate (2x200 mL). The organic layer was washed with brine (100 mL), dried over anhydrous Na2S04 and filtered. The filtrate was rotary evaporated under vacuum to get residue which was purified by column chromatography using mixture of 4% methanol/dichloromethane as an eluent to get the desired compound as a brown waxy solid (5.6 g, 48%); NMR (400MHz, DMSO-<) delta 7.89 (d, J=2.4 Hz, 1H), 7.44 (d, J=2.0 Hz, 1H), 6.16 (bs, 2H), 4.13- 4.03 (m, 2H), 3.59 (d, J=4.4 Hz, 2H), 2.92-2.84 (m, 1H), 1.24-1.14 (m, 5H), 1.04-0.98 (m, 2H); LC-MS: 314.3 (M+l)+.

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Prevention
Code	Phrase
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P222	Do not allow contact with air.
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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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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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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
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H226	Flammable liquid and vapour
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H228	Flammable solid
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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
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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.: 709650-48-6

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CAS No.: 709650-48-6

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