ChemicalBook--->CAS DataBase List--->158980-21-3

158980-21-3

158980-21-3 Structure

158980-21-3 Structure
IdentificationBack Directory
[Name]

Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate
[CAS]

158980-21-3
[Synonyms]

6-AMINOIMIDAZO[1,2-A]PYR
Ethyl 6-aMinoiMidazo[1,2-a]pyridin-2-carboxylate
ETHYL 6-AMINO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLATE
6-AMINOIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER
6-amino-2-imidazo[1,2-a]pyridinecarboxylic acid ethyl ester
Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate USP/EP/BP
Imidazo[1,2-a]pyridine-2-carboxylic acid, 6-amino-, ethyl ester
6-AMINOIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER, 95+%
Imidazo[1,2-a]pyridine-2-carboxylic acid, 6-amino-, ethyl ester (9CI)
[EINECS(EC#)]

201-215-5
[Molecular Formula]

C10H11N3O2
[MDL Number]

MFCD05864804
[MOL File]

158980-21-3.mol
[Molecular Weight]

205.21
Chemical PropertiesBack Directory
[density ]

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

2-8°C(protect from light)
[pka]

3.98±0.50(Predicted)
[Appearance]

Light green to green Solid
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

43
[Safety Statements ]

36/37
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate(158980-21-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-NITROIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER

38923-08-9

Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate

158980-21-3

General procedure for the synthesis of ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate from ethyl 6-nitroimidazo[1,2-A]pyridine-2-carboxylate: 250 mg (1.01 mmol) of ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate was dissolved in 20 ml of ethanol at room temperature, and 30 mg of palladium (10% activated carbon) was added as a catalyst, the hydrogenation reaction was carried out and the reaction lasted for 5 hours at standard atmospheric pressure. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the residue was washed with ethanol. The filtrates were combined, concentrated and dried under reduced pressure to give 215 mg of product (quantitative yield). The product was analyzed by LC/MS (Method 5): r = 1.40 mm; MS (ESIpos): m/z = 206 (M + H). 1H-NMR (400 MHz, DMSO-d5) data: δ [ppm] = 8.33 (s, 1H), 7.66 (s, 1H), 7.37 (d, 1H), 6.94 (dd, 1H). 5.11 (s, 2H), 4.26 (q, 2H), 1.29 (t, 3H).

[References]

[1] Patent: US2016/272637, 2016, A1. Location in patent: Paragraph 0500; 0501; 0502; 0503
[2] Heterocycles, 1994, vol. 38, # 7, p. 1527 - 1532
[3] Molecular Pharmaceutics, 2015, vol. 12, # 6, p. 1813 - 1835
[4] Patent: WO2015/185142, 2015, A1. Location in patent: Page/Page column 20; 21
[5] Patent: WO2008/100423, 2008, A1. Location in patent: Page/Page column 111
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