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| CAS No.: | 189005-44-5 |
|---|---|
| Name: | 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid |
| Article Data: | 21 |
| Cas Database | |
| Molecular Structure: | |
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|
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| Formula: | C17H16N2O2 |
| Molecular Weight: | 280.326 |
| 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; |
| EINECS: | 606-162-4 |
| Density: | 1.224 g/cm3 |
| Melting Point: | 243-245 °C |
| Appearance: | Off-white to pale beige solid |
| PSA: | 54.60000 |
| LogP: | 3.24520 |
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- 189032-40-4Brainnatriuretic peptide-32 (human), 2-hydroxy-1,2,3-propanetricarboxylate (salt)(9CI)
- 18905-73-2Pentanamide,2-amino-5-[(aminoiminomethyl)amino]-N-2-naphthalenyl-, monohydrochloride, (S)-(9CI)
- 18905-74-3Carbonic acid, compound with (S)-2,6-diamino-N-2-naphthylhexanamide (1:1)
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- 189064-08-2L-Arginine, L-a-aspartyl-L-alanyl-L-alanyl-L-arginyl-L-a-glutamylglycyl-L-phenylalanyl-L-leucyl-L-alanyl-L-threonyl-L-leucyl-L-valyl-L-valyl-L-leucyl-L-histidyl-L-arginyl-L-alanylglycyl-L-alanyl-(9CI)
- 193979-47-4
ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| 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; |
- 82626-48-0
N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 0℃; for 18h; Heating / reflux; | 94% |
- 79-37-8
oxalyl dichloride
- 88965-00-8
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| 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% |
- 1603-41-4
(5-methyl-pyridin-2-yl)amine
- 53515-23-4
3-bromo-4-(4-methylphenyl)-4-oxobutanoic acid
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With sodium carbonate In water at 60℃; for 6h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; | 82% |
- 1603-41-4
(5-methyl-pyridin-2-yl)amine
- 68261-97-2
3-chloro-4-(4-methylphenyl)-4-oxobutanoic acid
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With sodium carbonate In water at 80℃; for 7h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; | 52% |
- 768398-03-4
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water | 91% |
| 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; |
- 927820-48-2
(6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| 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; |
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With acetic acid In water; acetone at 0 - 10℃; for 0.5h; | 67% |
- 88965-00-8
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| 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 |
- 365213-58-7
2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide
- 189005-44-5
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol for 8h; Heating; | 87% |
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Chemistry
Molecular Structure of 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid (CAS NO.189005-44-5):
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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
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.