ChemicalBook--->CAS DataBase List--->101820-69-3

101820-69-3

101820-69-3 Structure

101820-69-3 Structure
IdentificationBack Directory
[Name]

IMidazo[1,2-a]pyridine-3-aceticacid,ethylester
[CAS]

101820-69-3
[Synonyms]

Minodronic Acid Impurity
Minodronic Acid interMediate
Minodronic acid InterMediate A
Ethyl imidazo[1,2-a]pyridine-3-acetate
ETHYL IMIDAZO[1,2-A]PYRIDIN-3-YL-ACETATE
ethyl 2-(iMidazo[1,2-a]pyridin-3-yl)acetate
Midazo[1,2-a]pyridine-3-aceticacid,ethylester
IMidazo[1,2-a]pyridine-3-aceticacid,ethylester
2-(iMidazo[1,2-a]pyridin-3-yl)acetic acid ethyl ester
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C11H12N2O2
[MDL Number]

MFCD13183145
[MOL File]

101820-69-3.mol
[Molecular Weight]

204.23
Chemical PropertiesBack Directory
[density ]

1.19±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

6.27±0.50(Predicted)
[Appearance]

Light yellow to light brown Solid
[InChI]

InChI=1S/C11H12N2O2/c1-2-15-11(14)7-9-8-12-10-5-3-4-6-13(9)10/h3-6,8H,2,7H2,1H3
[InChIKey]

SFCNXCZZKZRJLZ-UHFFFAOYSA-N
[SMILES]

C12=NC=C(CC(OCC)=O)N1C=CC=C2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

IMidazo[1,2-a]pyridine-3-aceticacid,ethylester(101820-69-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Aminopyridine

504-29-0

Ethyl 4-bromoacetoacetate

13176-46-0

IMidazo[1,2-a]pyridine-3-aceticacid,ethylester

101820-69-3

(1) To a 100 mL three-neck flask was added 10.83 g (51.8 mmol) of ethyl 4-bromo-3-oxobutanoate and 0.97 g of reaction promoter M (consisting of zinc nitrate and glycine in a weight ratio of 7:1, pre-dissolved in a solvent mixture of 10 mL of water and 20 mL of 1,4-dioxane). The reaction mixture was stirred at room temperature for 15 min, followed by the addition of 5.36 g (57 mmol) of 2-aminopyridine. The reaction system was warmed up to 70 °C with continuous stirring for 3.5 hours. The progress of the reaction was monitored by TLC until complete conversion of ethyl 4-bromo-3-oxobutanoate. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under reduced pressure. It was extracted three times with 50 mL of water and washed three times with 50 mL of saturated brine. The organic phases were combined, the solvents were removed under reduced pressure and dried to give 10.17 g of a light yellow oily product, ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate, in 94.1% yield and 97.9% purity.

[References]

[1] Patent: CN105175446, 2017, B. Location in patent: Paragraph 0038; 0039; 0040; 0045; 0050; 0055; 0064; 0066
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