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CAS No.: | 768398-03-4 |
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Name: | (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETONITRILE |
Article Data: | 10 |
Molecular Structure: | |
Formula: | C17H15 N3 |
Molecular Weight: | 261.326 |
Synonyms: | Zolpidem IV |
Density: | 1.12g/cm3 |
PSA: | 41.09000 |
LogP: | 3.68418 |
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
cyanomethyl bromide
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With fac-tris(2-phenylpyridinato-N,C2')iridium(III); sodium hydrogencarbonate In dimethyl sulfoxide at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; regioselective reaction; | 85% |
S-cyanomethyl O-ethyl carbonodithioate
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With tris[2-phenylpyridinato-C2,N]iridium(III); N,N-dimethyl-formamide at 24℃; Minisci Aromatic Substitution; Inert atmosphere; UV-irradiation; regioselective reaction; | 61% |
With dilauryl peroxide In 1,2-dichloro-ethane at 85℃; Microwave irradiation; regioselective reaction; | 51% |
diazoacetonitrile
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With iron(III) chloride In acetonitrile at 60℃; for 6h; Sealed tube; Green chemistry; | 50% |
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
acetonitrile
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With ferrocene; bis(1-methyl-1-phenylethyl)peroxide at 20 - 100℃; for 20h; Inert atmosphere; Sealed tube; | 48% |
sodium cyanide
Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Yield given; | |
In water at 82 - 84℃; for 12h; |
potassium cyanide
dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine
A
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
B
2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide
Conditions | Yield |
---|---|
Stage #1: dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine With methyl iodide In ethanol at 20℃; for 24h; Stage #2: potassium cyanide In ethanol; water for 4h; Heating; |
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 78 percent / acetic acid / H2O / 4 h / 50 - 55 °C 2.1: MeI / ethanol / 24 h / 20 °C 2.2: H2O; ethanol / 4 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 79 percent / AcOH View Scheme |
dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
C20H24N3O2(1+)*Cl(1-)
sodium cyanide
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Stage #1: C20H24N3O2(1+)*Cl(1-) With sodium hydroxide; water pH=7.5 - 8; Stage #2: sodium cyanide In water at 50 - 55℃; for 3h; Product distribution / selectivity; |
(5-methyl-pyridin-2-yl)amine
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / ethanol / 6 h / 20 °C / Inert atmosphere 2: ferrocene; bis(1-methyl-1-phenylethyl)peroxide / 20 h / 20 - 100 °C / Inert atmosphere; Sealed tube View Scheme |