HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Mesyloxy-5-hexyn-2-one → HCID 14499825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Mesyloxy-5-hexyn-2-one | HCID 14368346 | — |
| Reactant | 2-Amino-3-(2-methyl-6-methoxycarbonylaminobenzylamino)pyridine | HCID 14499817 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 14499825 | HCID 14499825 | 55.7% |
Reaction Steps
A mixture of 2-amino-3-(2-methyl-6-methoxycarbonylaminobenzylamino)pyridine (180 mg) and 3-mesyloxy-5-hexyn-2-one (120 mg) in methanol (0.36 ml) and chloroform (0.36 ml) was refluxed for 20 hours. After cooling, chloroform was added to the mixture and the resultant mixture was washed with an aqueous solution of sodium carbonate and water. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel (4 g), eluting with chloroform to give an oily product. The residue was triturated with diethyl ether to give 8-(2-methyl-6-methoxycarbonylaminobenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (127 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04920129 |
| Source dataset | uspto-grants-1990_04 |
| ORD ID | ord-c9928290769441f3b78c69e14e40ee76 |
| Source note | uspto-grants-1990_04 |