ChemicalBook--->CAS DataBase List--->21801-79-6

21801-79-6

21801-79-6 Structure

21801-79-6 Structure
IdentificationBack Directory
[Name]

2-METHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID
[CAS]

21801-79-6
[Synonyms]

ASISCHEM C71528
BUTTPARK 9\05-56
3-Carboxy-2-methylimidazo[1,2-a]pyridine
2-methyl-3-imidazo[1,2-a]pyridinecarboxylate
2-a)pyridine-3-carboxylicacid,2-methyl-imidazo(
2-METHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID
IMidazo[1,2-a]pyridine-3-carboxylic acid, 2-Methyl-
2-Methylimidazo[1,2-a]pyridine-3-carboxylic acid ,97%
2-Methylimidazoó1,2-a!pyridine-3-carboxylic acid, 97%
2-methylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride
[Molecular Formula]

C9H8N2O2
[MDL Number]

MFCD00244615
[MOL File]

21801-79-6.mol
[Molecular Weight]

176.17
Chemical PropertiesBack Directory
[Melting point ]

140 °C
[Boiling point ]

170°C
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

-0.55±0.41(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38-36-22
[Safety Statements ]

26-36/37/39-22
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29339900
[Toxicity]

mouse,LD50,intraperitoneal,600mg/kg (600mg/kg),BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLDBEHAVIORAL: IRRITABILITYBEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY),Journal of Medicinal Chemistry. Vol. 12, Pg. 122, 1969.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Tetrahydrofuran-->Dichloromethane-->Chloroform-->Bromine-->Sodium hydride-->Ethyl acetoacetate-->2-Aminopyridine-->2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER-->Ethyl 2-chloroacetoacetate
[Preparation Products]

2-Methyl-iMidazo[1,2-a]pyridin-3-carbonyl chloride
Hazard InformationBack Directory
[Chemical Properties]

Pink solid
[Synthesis]

2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

2549-19-1

2-METHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID

21801-79-6

To a stirred ethyl 2-methylimidazo[1,2-a]pyridine-3-carboxylate (2.00 g) solution of ethanol/water (1:1, 30 mL) was added lithium hydroxide (4.00 g) and the reaction was stirred for 4 hours at room temperature. Upon completion of the reaction, the reaction mixture was concentrated to half of the original volume, followed by the slow addition of 6N hydrochloric acid at 0 °C and adjusting the pH to 6. The precipitated solid was collected by filtration and dried in a vacuum oven to afford 2-methylimidazo[1,2-a]pyridine-3-carboxylic acid (1.53 g, 88% yield) as an off-white solid.ESI-MS analysis showed the molecular ion peaks as 177 [M + H]+.

[References]

[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7525 - 7545
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 15, p. 4223 - 4232
[3] Farmaco, Edizione Scientifica, 1982, vol. 37, # 1, p. 22 - 35
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 5, p. 1870 - 1873
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 12, p. 5293 - 5305
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID(21801-79-6)1HNMR
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