HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 2-Cyanomethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine | HCID 22672628 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Cyanomethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine | HCID 22672566 | 34.2% |
Reaction Steps
2-chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine (2.4 mmol) and potassium cyanide (2.4 mmol) were added to dimethyl sulfoxide (25 ml) and stirred for 2 h. at room temperature. Methylene chloride and water were added to the reaction mixture and the organic layer was separated, dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by by column chromatography on silica gel using methylene chloride:methanol (10:1) as eluent. Crystallization from acetonitrile gave 0.25 g (34%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06790960B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-6d5eab0e12094f599a0d133a72b63d0f |
| Source note | uspto-grants-2004_09 |