HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67363986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-chloro-N,N-dimethylacetamide | HCID 75886 | — |
| Reactant | HCID 67363964 | HCID 67363964 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67363986 | HCID 67363986 | 58.8% |
Reaction Steps
To 1-bromo-8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (0.447 mmol, 132 mg) in toluene (1 ml) and N,N-dimethylformamide (1 ml) were added triethylamine (0.894 mmol, 0.125 ml) and 2-chloro-N,N-dimethylacetamide (0.447 mmol, 0.046 ml). After stirring at room temperature for two hours water and dichloromethane were added, mixture was put on a phase separation filter and concentrated in vacuo. Purification by column chromatography (silica gel; dichloromethane with gradient 0 to 20% methanol) gave 2-(4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperidin-1-yl)-N,N-dimethylacetamide (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658794B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-3655d727837c496c8f490569efb2135c |
| Source note | uspto-grants-2014_02 |