HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Ethyl 6-isopropylimidazo[1,2-a]pyridine-2-carboxylate | HCID 68682228 | — |
| Catalyst | Zirconium(IV) tert-butoxide | HCID 10221590 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide | HCID 68614845 | 15.2% |
Reaction Steps
A solution of 344 mg of ethyl 6-isopropylimidazo[1,2-a]pyridine-2-carboxylate, 152 mg of aniline, 40 mg of 1-hydroxy-7-azabenzotriazole (HOAt) and 316 mg of zirconium tert-butoxide in 5 ml of toluene is stirred at ambient temperature for 16 hours in a microwave tube. The medium is concentrated to dryness under reduced pressure and the residue is chromatographed on a silica cartridge, elution being carried out with a mixture of dichloromethane and ethyl acetate (50/50). The fractions comprising the expected product are combined and concentrated to dryness under reduced pressure to give 63 mg of 6-isopropyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404848B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a6dec393c0644cde8fc53ee70f4e0332 |
| Source note | uspto-grants-2013_03 |