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768398-03-4

Basic Information
CAS No.: 768398-03-4
Name: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETONITRILE
Article Data: 10
Molecular Structure:
Molecular Structure of 768398-03-4 ((6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETONITRILE)
Formula: C17H15 N3
Molecular Weight: 261.326
Synonyms: Zolpidem IV
Density: 1.12g/cm3
PSA: 41.09000
LogP: 3.68418
Synthetic route
88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

590-17-0

cyanomethyl bromide

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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%
59463-54-6

S-cyanomethyl O-ethyl carbonodithioate

88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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%
13138-21-1

diazoacetonitrile

88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With iron(III) chloride In acetonitrile at 60℃; for 6h; Sealed tube; Green chemistry;50%
88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

75-05-8

acetonitrile

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With ferrocene; bis(1-methyl-1-phenylethyl)peroxide at 20 - 100℃; for 20h; Inert atmosphere; Sealed tube;48%
143-33-9

sodium cyanide

106961-34-6

Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
Yield given;
In water at 82 - 84℃; for 12h;
151-50-8

potassium cyanide

106961-33-5

dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine

A

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

B

365213-58-7

2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide

Conditions
ConditionsYield
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;
88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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
106961-33-5

dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

1101863-48-2

C20H24N3O2(1+)*Cl(1-)

143-33-9

sodium cyanide

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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;
1603-41-4

(5-methyl-pyridin-2-yl)amine

768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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
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82626-48-0
189005-44-5
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