Name | Imidazo[1,2-a]pyridine-3-carboxylic acid |
Synonyms | EOS-61318 NSC 305198 BRN 0608485 3-Carboxyimidazo[1,2-a]pyridine Imidazo(1,2-a)pyridine-3-carboxylic acid Imidazo[1,2-a]pyridine-3-carboxylic acid IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID H-imidazo[1,2-a]pyridine-3-carboxylic acid N~2~-(methylsulfonyl)-N-[4-(propan-2-yl)phenyl]-N~2~-[3-(trifluoromethyl)phenyl]glycinamide |
CAS | 6200-60-8 |
InChI | InChI=1/C19H21F3N2O3S/c1-13(2)14-7-9-16(10-8-14)23-18(25)12-24(28(3,26)27)17-6-4-5-15(11-17)19(20,21)22/h4-11,13H,12H2,1-3H3,(H,23,25) |
Molecular Formula | C8H6N2O2 |
Molar Mass | 162.15 |
Density | 1.41±0.1 g/cm3(Predicted) |
Melting Point | 196 °C |
pKa | -0.61±0.41(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.564 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36 - Irritating to the eyes |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
Hazard Note | Irritant |
application | imidazo [1,2-a] pyridine -3-formic acid is gray-white solid, which can be widely used in induction fluorescence probes, analytical detection, pharmaceutical industry and other industries, and has become a research hotspot of organic chemists and pharmaceutical chemists. |
preparation | 0.94 mL of 2-aminopyridine solution (10 mmol), 3.4 mL of DMF(20 mmol) and 10 mL isopropanol were added to the three-mouth bottle, stirred evenly, then heated to 65 ℃ in a water bath for 2 h. After the reaction is over, the solvent is evaporated to obtain the intermediate. Then dissolve it in 10 mL of DMF, add 15 mmol sodium carbonate saturated solution and 15 mmol ethyl bromoacetate, stir evenly, and then heat it to 85 ℃. After the reaction is completed, it is detected by thin layer chromatography, dried with anhydrous sodium sulfate, and then concentrated under reduced pressure. The crude product was separated by silica gel column chromatography, and the eluent was ethyl acetate/n-hexane (1: 6) to obtain pure imidazole [1,2-A] pyridine -3-ethyl formate, imidazole [1,2-A] pyridine -3-ethyl formate was added into potassium hydroxide ethanol solution (10.1 g potassium hydroxide, 73ml ethanol), heated to reflux, reacted for 1 hour, TLC detection, and after the reaction was completed, concentrate the reaction solution, add 50ml of water, adjust the pH value to 2 with concentrated hydrochloric acid, ethyl acetate extraction, merge the organic phase, wash the saturated salt water, dry the sodium sulfate solid, and concentrate to obtain the compound imidazole [1,2-A] pyridine -3-formic acid. |