1313410-31-9|Ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate| Ambeed

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CAS No. :	1313410-31-9
Formula :	C₁₁H₉N₃O₂
M.W :	215.21
SMILES Code :	O=C(C1=CN=C2C=CC(C#N)=CN21)OCC

Yield	Reaction Conditions	Operation in experiment
	In ethanol; benzene; for 10h;Reflux;	2-Amino-5-cyanopyridine (15.5 g, 152 mmol) was dissolved in ethanol (500 mL) in 2 L round bottom flask. Ethyl 2-chloro-3-oxopropanoate (5% in benzene; 730 mL; Commercial solution from Toronto Research Chemicals Inc.) was added and the mixture was heated at reflux for 10 hours. The mixture was concentrated under reduced pressure and the residue was purified by silica-gel chromatography to give ethyl 6-cyanoimidazo[l,2-a]pyridine-3- carboxylate as a pale yellow solid (13.9 g).
	In ethanol; benzene; for 10h;Reflux;	Step A: Preparation of ethyl 6-cvanoimidazori,2-a1pyridine-3-carboxylate: 2-Amino-5-cyanopyridine (15.5 g, 152 mmol) was dissolved in ethanol (500 mL) in 2 L round bottom flask. Ethyl 2-chloro-3-oxopropanoate (5% in benzene; 730 mL; Commercial solution from Toronto Research Chemicals Inc.) was added and the mixture was heated at reflux for 10 hours. The mixture was concentrated under reduced pressure and the residue was purified by silica-gel chromatography to give ethyl 6-cyanoimidazo[l,2-a]pyridine-3-carboxylate as a pale yellow solid (13.9 g).

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; In methanol; at 110℃;	To a solution of ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate (24q) (265 mg, 1.23 mmol) and <strong>[20605-41-8]2-<strong>[20605-41-8]methoxyacetohydrazide</strong></strong> (193 mg, 1.85 mmol) in 2-ethoxyethanol (5 mL) was added NaOMe (0.5 M in MeOH, 3.7 mL). The mixture was heated at 110° C. in a sealed vial overnight. The reaction mixture was purified by HPLC to give 6-(3-(methoxymethyl)-1H-1,2,4-triazol-5-yl)imidazo[1,2-a]pyridine-3-carboxylic acid (99). MS m/z 274.1 (M+1)+.
	With sodium methylate; In methanol; 2-ethoxy-ethanol; at 110℃;Sealed tube;	To a solution of ethyl 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate (24q) (265 mg, 1.23 mmol) and <strong>[20605-41-8]2-<strong>[20605-41-8]methoxyacetohydrazide</strong></strong> (193 mg, 1.85 mmol) in 2-ethoxyethanol (5 mL) was added NaOMe (0.5 M in MeOH, 3.7 mL). The mixture was heated at 110° C. in a sealed vial overnight. The reaction mixture was purified by HPLC to give 6-(3-(methoxymethyl)-1H-1,2,4-triazol-5-yl)imidazo[1,2-a]pyridine-3-carboxylic acid (99). MS m/z 274.1 (M+1)+.
	With sodium methylate; In methanol; at 110℃;Sealed tube;	To a solution of ethyl 6-cyanoimidazo[1 ,2-a]pyridine-3-carboxylate (24q) (265 mg, 1 .23 mmol) and <strong>[20605-41-8]2-<strong>[20605-41-8]methoxyacetohydrazide</strong></strong> (193 mg, 1 .85 mmol) in 2-ethoxyethanol (5 mL) was added NaOMe (0.5 M in MeOH, 3.7 mL). The mixture was heated at 1 10 °C in a sealed vial overnight. The reaction mixture was purified by HPLC to give 6-(3- (methoxymethyl)-l H-1 ,2,4-triazol-5-yl)imidazo[1 ,2-a]pyridine-3-carboxylic acid (99). MS m/z 274.1 (M+1 ) +.

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CAS No.: 1313410-31-9

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CAS No.: 1313410-31-9

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[ 1313410-31-9 ] Synthesis Path-Downstream 1~2

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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H220	Extremely flammable gas
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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
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H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
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