HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 8-(cyclohexylmethoxy)-2-methyl-N-[(1S)-1-phenylethyl]imidazo[1,2-a]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Phenethylamine, (-)- | HCID 75818 | — |
| Reactant | 1-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}oxy)-1H-benzotriazole | HCID 86713531 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 8-(cyclohexylmethoxy)-2-methyl-N-[(1S)-1-phenylethyl]imidazo[1,2-a]pyridine-3-carboxamide | HCID 86713530 | — |
Reaction Steps
To 100 mg of 1-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}oxy)-1H-benzotriazole were 1.7 ml of dichloromethane, 0.065 ml of (S)-(−)-1-phenylethylamine, and 0.07 ml of triethylamine, followed by stirring overnight. To the reaction mixture were added water and chloroform to carry out a layer separation operation, followed by drying over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography. To the obtained purified product was added diisopropyl ether, and the resulting solid was collected by filtration and dried to obtain 80 mg of 8-(cyclohexylmethoxy)-2-methyl-N-[(1S)-1-phenylethyl]imidazo[1,2-a]pyridine-3-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447090B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-72f37d169e484d5c9a85ffb7d417c82b |
| Source note | uspto-grants-2016_09 |