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

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Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate Basic information
Product Name:Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate
Synonyms:ETHYL 6-AMINO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLATE;6-AMINOIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;Imidazo[1,2-a]pyridine-2-carboxylic acid, 6-amino-, ethyl ester (9CI);6-AMINOIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER, 95+%;Ethyl 6-aMinoiMidazo[1,2-a]pyridin-2-carboxylate;Imidazo[1,2-a]pyridine-2-carboxylic acid, 6-amino-, ethyl ester;6-AMINOIMIDAZO[1,2-A]PYR;6-amino-2-imidazo[1,2-a]pyridinecarboxylic acid ethyl ester
CAS:158980-21-3
MF:C10H11N3O2
MW:205.21
EINECS:201-215-5
Product Categories:Heterocycle-Pyridine series;AMINOACID
Mol File:158980-21-3.mol
Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate Structure
Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate Chemical Properties
density 1.35±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka3.98±0.50(Predicted)
AppearanceLight green to green Solid
Safety Information
Hazard Codes Xi
Risk Statements 43
Safety Statements 36/37
MSDS Information
Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate Usage And Synthesis
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
Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate Preparation Products And Raw materials
Raw materials6-Nitroimidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester-->Hydrogen-->Palladium-->Activated carbon-->Ethanol
Tag:Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate(158980-21-3) Related Product Information
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