HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(6-Cyano-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylate | HCID 60136485 | — |
| Reactant | 7-Amino-2-phenylimidazo[1,2-A]pyridine-6-carbonitrile | HCID 67041596 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(6-Cyano-2-phenyl-imidazo[1,2-a]pyridin-7-ylcarbamoyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 51034364 | 42% |
Reaction Steps
5-Chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (940 mg, 4.33 mmol) was added slowly to a solution of 7-amino-2-phenyl-imidazo[1,2-a]pyridine-6-carbonitrile (410 mg, 1.8 mmol) and triethylamine (363 mg) in dichloromethane (8 ml), and the mixture was stirred at r.t. overnight. The mixture was extracted with dichloromethane, the combined organic layers were dried (Na2SO4), and evaporated. The title compound (310 mg, 42%) was obtained by column chromatography (silica gel, heptane:ethyl acetate=80:20-60:40). MS (m/e)=413.3 [M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263584B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-23a752db54004adcaf2e0c9618916ee4 |
| Source note | uspto-grants-2012_09 |