Product Name

  • Name

    6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid

  • EINECS 606-162-4
  • CAS No. 189005-44-5
  • Article Data21
  • CAS DataBase
  • Density 1.224 g/cm3
  • Solubility
  • Melting Point 243-245 °C
  • Formula C17H16N2O2
  • Boiling Point
  • Molecular Weight 280.326
  • Flash Point
  • Transport Information
  • Appearance Off-white to pale beige solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 189005-44-5 (6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid)
  • Hazard Symbols
  • Synonyms Zolpidicacid;2-(4-Methylphenyl)-6-methylimidazole[1,2-a]-pyridine-3-acetic Acid;imidazo[1,2-a]pyridine-3-acetic acid, 6-methyl-2-(4-methylphenyl)-;[6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid;
  • PSA 54.60000
  • LogP 3.24520

Synthetic route

ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate
193979-47-4

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethanol at 30℃;96%
With sodium hydroxide In water for 3h; Reflux;81.8%
With water; sodium hydroxide In ethanol at 90℃; Flow reactor;
N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 0℃; for 18h; Heating / reflux;94%
oxalyl dichloride
79-37-8

oxalyl dichloride

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
88965-00-8

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Stage #1: oxalyl dichloride; 6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine With potassium carbonate In tetrahydrofuran at 20 - 35℃;
Stage #2: With potassium hydroxide In tetrahydrofuran; water at 65 - 70℃;
Stage #3: With hydrazine hydrate In water at 110 - 115℃; Reagent/catalyst; Temperature; Solvent;		95.2%
(5-methyl-pyridin-2-yl)amine
1603-41-4

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

3-bromo-4-(4-methylphenyl)-4-oxobutanoic acid
53515-23-4

3-bromo-4-(4-methylphenyl)-4-oxobutanoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With sodium carbonate In water at 60℃; for 6h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;82%
(5-methyl-pyridin-2-yl)amine
1603-41-4

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

3-chloro-4-(4-methylphenyl)-4-oxobutanoic acid
68261-97-2

3-chloro-4-(4-methylphenyl)-4-oxobutanoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 7h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;52%
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
768398-03-4

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; water91%
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With sulfuric acid; water at 110℃; for 4 - 5h;
Stage #2: With sodium hydroxide; water at 0℃; pH=9;
Stage #3: With water; acetic acid pH=5.5; Product distribution / selectivity;		72%
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With hydrogenchloride In water at 25 - 100℃; for 12h; Heating / reflux;
Stage #2: With potassium hydroxide In water at 25 - 105℃; for 2 - 3h;
Stage #3: With acetic acid In water at 30 - 40℃;
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With sodium hydroxide; water at 55 - 98℃; for 16.5h; Heating / reflux;
Stage #2: With acetic acid In water at 25℃; for 4h; pH=5.3;
With sulfuric acid at 110℃; Inert atmosphere;
(6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid
927820-48-2

(6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Stage #1: (6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid With potassium hydroxide; hydrazine In diethylene glycol at 120 - 180℃; pH=4 - 5;
Stage #2: With acetic acid In water; diethylene glycol at 0 - 10℃; pH=6 - 6.5;
potassium 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

potassium 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With acetic acid In water; acetone at 0 - 10℃; for 0.5h;67%
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
88965-00-8

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 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
3.1: 87 percent / aq. KOH / ethanol / 8 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 79 percent / AcOH
4: 91 percent / H2O, HCl
View Scheme
Multi-step reaction with 2 steps
1: ferrocene; bis(1-methyl-1-phenylethyl)peroxide / 20 h / 20 - 100 °C / Inert atmosphere; Sealed tube
2: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: tris(bipyridine)ruthenium(II) dichloride hexahydrate / methanol; water / 36 h / 20 °C / Irradiation; Inert atmosphere
2: potassium hydroxide / water; ethanol / 30 °C
View Scheme
Multi-step reaction with 2 steps
1: rhodium (II) octanoate dimer / chloroform / 4 h / 20 °C / Inert atmosphere
2: lithium hydroxide monohydrate / methanol; water / 1 h / 20 °C
View Scheme
2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide
365213-58-7

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 8h; Heating;87%
(5-methyl-pyridin-2-yl)amine
1603-41-4

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 0.33 h / 30 °C
2: water; potassium hydroxide / ethanol / 30 °C
View Scheme
Multi-step reaction with 3 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
3: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: diethyl ether / 1 h / 0 °C
2: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
3: pyrographite / ethanol / 20 °C
4: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
C21H20N2O4

C21H20N2O4

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With acetic acid for 4h; Reflux;560 mg
C15H17NO6
1381932-38-2

C15H17NO6

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 0.33 h / 30 °C
2: water; potassium hydroxide / ethanol / 30 °C
View Scheme
C13H15NO5

C13H15NO5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 0.5 h / 0 °C
2: methanol / 0.33 h / 30 °C
3: water; potassium hydroxide / ethanol / 30 °C
View Scheme
4-methyl-β-nitrostyrene
7559-36-6

4-methyl-β-nitrostyrene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap / acetonitrile / 30 °C
2: pyridine / dichloromethane / 0.5 h / 0 °C
3: methanol / 0.33 h / 30 °C
4: water; potassium hydroxide / ethanol / 30 °C
View Scheme
4-(bromoacetyl)toluene
619-41-0

4-(bromoacetyl)toluene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 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
3: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine
106961-33-5

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: MeI / ethanol / 24 h / 20 °C
1.2: H2O; ethanol / 4 h / Heating
2.1: 87 percent / aq. KOH / ethanol / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
3: 91 percent / H2O, HCl
View Scheme
para-methylacetophenone
122-00-9

para-methylacetophenone

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polymer supported sulfonic acid resin / toluene / 120 °C / Flow reactor
2: tetrafluoroboric acid diethyl ether / acetonitrile / 120 °C / Flow reactor
3: sodium hydroxide; water / ethanol / 90 °C / Flow reactor
View Scheme
C13H14O3
124658-44-2, 39644-70-7

C13H14O3

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrafluoroboric acid diethyl ether / acetonitrile / 120 °C / Flow reactor
2: sodium hydroxide; water / ethanol / 90 °C / Flow reactor
View Scheme
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether / 1 h / 0 °C
2: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
3: pyrographite / ethanol / 20 °C
4: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
5-methyl-N-(4-methylbenzylidene)pyridin-2-amine

5-methyl-N-(4-methylbenzylidene)pyridin-2-amine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
2: pyrographite / ethanol / 20 °C
3: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
toluene
108-88-3

toluene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminum (III) chloride / 1,2-dichloro-ethane / 4 h / 0 - 20 °C
2: hydrogen iodide; toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene; ethanol / 3 h / 110 - 120 °C
3: sodium carbonate / water / 20 °C
4: sodium hydroxide / water / 3 h / Reflux
View Scheme
4-(p-methylphenyl)-4-oxo-2-butenoic acid
20972-36-5, 35513-41-8, 24849-45-4

4-(p-methylphenyl)-4-oxo-2-butenoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen iodide; toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene; ethanol / 3 h / 110 - 120 °C
2: sodium carbonate / water / 20 °C
3: sodium hydroxide / water / 3 h / Reflux
View Scheme
(5-methyl-pyridin-2-yl)amine
1603-41-4

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

2,2-dihydroxy-1-(p-tolyl)ethanone
16208-14-3

2,2-dihydroxy-1-(p-tolyl)ethanone

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 4 h / Reflux
2: acetic acid / 4 h / Reflux
View Scheme
Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide
106961-34-6

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

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 91 percent / H2O, HCl
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl chloride hydrochloride
851972-87-7

(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl chloride hydrochloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0℃; for 3h;100%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl acetamide at 90 - 100℃; for 3h; Solvent; Reagent/catalyst; Temperature;95.6%
methanol
67-56-1

methanol

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate
258273-50-6

methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

Conditions
ConditionsYield
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; sulfuric acid at 5 - 20℃; for 4h; Heating / reflux;
Stage #2: With sodium carbonate In water pH=8; Product distribution / selectivity;		93.3%
toluene-4-sulfonic acid for 6h; Product distribution / selectivity; Heating / reflux;75.6%
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; hydrogenchloride for 8h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;		71.5%
hydrogenchloride In water for 5h; Product distribution / selectivity; Heating / reflux;
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; sulfuric acid In toluene for 4h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanol
851972-89-9

2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanol

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 20℃; for 2h;93%
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

dimethyl amine
124-40-3

dimethyl amine

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

Conditions
ConditionsYield
Stage #1: 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid With pivaloyl chloride; triethylamine In dichloromethane at 0 - 5℃; for 0.5h;
Stage #2: dimethyl amine In dichloromethane; water at 0 - 5℃; for 0.5h;		84.3%
Stage #1: 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid With phosphorus pentachloride In dichloromethane at 20 - 35℃; for 24h;
Stage #2: dimethyl amine In dichloromethane at 20℃; for 24h;		56%
In tetrahydrofuran at 20℃; for 1h;
benzyl bromide
100-39-0

benzyl bromide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

benzyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate

benzyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate

Conditions
ConditionsYield
With sodium hydroxide In water for 1.5h; Heating / reflux;71%
oxalyl dichloride
79-37-8

oxalyl dichloride

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

pyrographite
7440-44-0

pyrographite

tartaric acid
87-69-4

tartaric acid

zolpidem tartrate

zolpidem tartrate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane; water70.1%
With triethylamine In methanol; dichloromethane; water70.1%
...Expand
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

pyrographite
7440-44-0

pyrographite

tartaric acid
87-69-4

tartaric acid

zolpidem tartrate

zolpidem tartrate

Conditions
ConditionsYield
With thionyl chloride; triethylamine In methanol; dichloromethane; water65.2%
With thionyl chloride; triethylamine In methanol; dichloromethane; water65.2%
...Expand
N-methyl-N-allylamine
627-37-2

N-methyl-N-allylamine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N-allyl-N-methyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide
851973-02-9

N-allyl-N-methyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide

Conditions
ConditionsYield
With bis(2-oxo-1,3-oxazolidin-3-yl)phosphinous chloride; triethylamine In dichloromethane at 20℃;60%
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1-Imidazol-1-yl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanone

1-Imidazol-1-yl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanone

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 14h; Ambient temperature;
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N-didemethylzolpidem-N-{2-[3-(p-hydroxyphenyl)]methyl propionate}
189005-45-6

N,N-didemethylzolpidem-N-{2-[3-(p-hydroxyphenyl)]methyl propionate}

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DCC / dimethylformamide / 14 h / Ambient temperature
2: dimethylformamide / 0.25 h / Ambient temperature
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N-didemethylzolpidem-N-{2-[3-(4-hydroxy-3-iodophenyl)]methyl propionate}

N,N-didemethylzolpidem-N-{2-[3-(4-hydroxy-3-iodophenyl)]methyl propionate}

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DCC / dimethylformamide / 14 h / Ambient temperature
2: dimethylformamide / 0.25 h / Ambient temperature
3: NaI, chloramine T / methanol; H2O / 0.17 h / 0 °C
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

pivaloyl chloride
3282-30-2

pivaloyl chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

C22H24N2O3

C22H24N2O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 15℃;

6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid Chemical Properties

Molecular Structure of 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid (CAS NO.189005-44-5): 

Empirical Formula: C17H16N2O2
Molecular Weight: 280.3211
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 54.6 Å2
Index of Refraction: 1.631
Molar Refractivity: 81.588 cm3
Molar Volume: 229.068 cm3
Surface Tension: 45.987 dyne/cm
Density: 1.224 g/cm3
CAS: 189005-44-5
SMILES: O=C(O)Cc1c(nc2ccc(cn12)C)c3ccc(cc3)C
InChI: InChI=1/C17H16N2O2/c1-11-3-6-13(7-4-11)17-14(9-16(20)21)19-10-12(2)5-8-15(19)18-17/h3-8,10H,9H2,1-2H3,(H,20,21)
Product Categories: Heterocyclic Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals

6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid Specification

  6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid, with CAS number of 189005-44-5, can be called [6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid ; imidazo[1,2-a]pyridine-3-acetic acid, 6-methyl-2-(4-methylphenyl)- ; 2-(4-Methylphenyl)-6-methylimidazole[1,2-a]-pyridine-3-acetic Acid . It is an off-white to pale beige solid. 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid (CAS NO.189005-44-5) can be as an intermediate in the synthesis of Zolpidem.

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