HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67362804, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Trimethylsilyl isocyanate | HCID 70696 | — |
| Reactant | HCID 67363964 | HCID 67363964 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67362804 | HCID 67362804 | 70% |
Reaction Steps
1-Bromo-8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (0.169 mmol, 50 mg) was dissolved in dichloromethane (1 ml) and triethylamine (0.545 mmol, 76 μl) and trimethylsilyl isocyanate (0.186 mmol, 25.3 μl) were added at 0° C. After stirring at room temperature for one hour water and 2N hydrochloric acid was added and stirred for 15 minutes. The reaction mixture was basified with 2 N aqueous sodium hydroxide until pH=10 and extracted three times with dichloromethane. The combined organic extracts were dried (sodium sulfate) and concentrate in vacuo to afford 4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxamide (40 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658794B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-b1ca26e562464c3aa40b6c00aaee3c97 |
| Source note | uspto-grants-2014_02 |