HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Phenylimidazo[1,2-A]pyrimidin-7-amine | HCID 50878390 | — |
| Reactant | Ethyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylate | HCID 60136485 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester | HCID 67388343 | 71% |
Reaction Steps
5-Chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.60 g, assumed purity 60%, 10 mmol) was added slowly to a cooled (0° C.) solution of 2-phenylimidazo[1,2-a]pyrimidin-7-amine (example 1, step 1, 2.52 g, 12 mmol) and triethylamine (2.02 g, 20 mmol) in dichloromethane (50 ml), and the suspension was stirred overnight at RT. The mixture was taken up in dichloromethane, and washed with water. The combined organic layers were dried (Na2SO4), filtered, and the solvent was evaporated under reduced pressure. The title compound (2.75 g, 71%) was isolated from the residue by column chromatography (silica gel, heptane:ethyl acetate=100:0-60:40). MS (m/e)=391.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410117B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-96088bcb9b5d48c191e6ed6b93fb9392 |
| Source note | uspto-grants-2013_04 |