HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylamine → 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-N-propyl-imidazo[1,2-a]pyridine-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ethyl 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylate | HCID 11003040 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-N-propyl-imidazo[1,2-a]pyridine-6-carboxamide | HCID 9821137 | 42.4% |
Reaction Steps
Ethyl 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylate (0.12 g, 0.33 mmol), propylamine (1.0 g, 17 mmol) and a cat. amount of sodium cyanide were refluxed in methanol (20 ml) for 24 h. An additional amount of propylamine (1.0 g, 17 mmol) was added and the reaction mixture was refluxed for 24 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using dietyl ether as eluent. Crystallization from diethyl ether gave 0.053 g (42%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313137B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-a37006e9a6c04d5e9e06e7dcda61209c |
| Source note | uspto-grants-2001_11 |