Identification | More | [Name]
6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid | [CAS]
189005-44-5 | [Synonyms]
6-METHYL-2-(4-METHYLPHENYL)IMIDAZO[1,2-A]-PYRIDINE-3-ACETIC ACID 6-methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]-pyridine-3-acetic acid (Zolpidic acid) 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-aceticacid(ForZolpidem) 2-(4-Methylphenyl)-6-methylimidazole[1,2-a]-pyridine-3-acetic Acid 6-Methyl-2-(4-Methylphenyl)Imi 6-METHYL-2-(4-METHYLPHENYL)-IMIDAZO{1,2-A}PYRIDINE-3- 6-METHYL-2-(4-METHYLPHENYL)IMIDAZO[1,2-A]-PYRIDINE-3-ACETIC ACID (FOR ZOLPIDEM) 2-(4-Methylphenyl)-6-methylimidazole[1,2-α]-pyridine-3-acetic Acid 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]- | [EINECS(EC#)]
606-162-4 | [Molecular Formula]
C17H16N2O2 | [MDL Number]
MFCD04114705 | [Molecular Weight]
280.32 | [MOL File]
189005-44-5.mol |
Chemical Properties | Back Directory | [Appearance]
Off-White to Pale Beige Solid | [Melting point ]
243-245°C | [density ]
1.22±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
solid | [pka]
2.87±0.10(Predicted) | [color ]
Yellow | [Usage]
An intermediate in the synthesis of Zolpidem | [CAS DataBase Reference]
189005-44-5(CAS DataBase Reference) |
Hazard Information | Back Directory | [Chemical Properties]
Off-White to Pale Beige Solid | [Uses]
An intermediate in the synthesis of Zolpidem | [Uses]
An intermediate in the synthesis of Zolpidem. | [Synthesis]
Example 1a Synthesis of 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetic acid: zolpidem (8.0 g, 26.0 mmol) was dissolved in 6N hydrochloric acid (80 mL) at 0°C and protected by argon with magnetic stirring. The reaction mixture was heated to reflux for 18 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and the pH was adjusted to 6.5 by slowly adding 20% sodium hydroxide solution.The precipitated white solid was collected by vacuum filtration to afford the target product, 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetic acid (6.9 g, 94% yield), as a white solid.1H NMR (DMSO-d6) δ 2.30 ( s, 3H), 2.35 (s, 3H), 3.94 (s, 2H), 7.10 (d, J = 9.1 Hz, 1H), 7.25 (d, J = 7.8 Hz, 2H), 7.48 (d, J = 9.1 Hz, 1H), 7.72 (d, J = 7.8 Hz, 2H), 8.18 (s, 1H).13C NMR (100 MHz, DMSO-d6) δ 18.4, 21.4, 30.8, 114.8, 116.6, 121.6, 122.9, 127.9, 128.2, 129.8, 132.4, 137.3, 143.0, 143.5, 171.8. | [References]
[1] Patent: WO2005/44818, 2005, A2. Location in patent: Page/Page column 18 |
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