HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 46843753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Chloro-2-(diethylamine)ethane hydrochloride | HCID 13363 | — |
| Reactant | HCID 66677239 | HCID 66677239 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46843753 | HCID 46843753 | 65.5% |
Reaction Steps
3-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (100 mg, 0.48 mmol), 2-diethylaminoethyl chloride hydrochloride (91 mg, 0.53 mmol), K2CO3 (0.08 mL, 1.44 mmol), and NaI (0.02 mL, 0.53 mmol) were suspended in DMF (2 mL), and stirred overnight at room temperature. The reaction solution was diluted with H2O, and extracted with EtOAc. The organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated. The crude product was converted into the HCl salt by dissolving in MeOH and adding 2M HCl in ether (2 equiv.) dropwise. The resulting precipitate was filtered to provide 65 (54 mg, 37% yield) as a white solid. LC-MS (M+H=307, obsd.=307).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853391B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-68bd720d6da74493a1e80f64e164a644 |
| Source note | uspto-grants-2014_10 |