HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → 3-Ethyl-1-(4-(4-phenylpiperazin-1-yl)phenyl)-3-azabicyclo[3.1.0]hexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67514463 | HCID 67514463 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Ethyl-1-(4-(4-phenylpiperazin-1-yl)phenyl)-3-azabicyclo[3.1.0]hexane | HCID 49854635 | 80.2% |
Reaction Steps
To a solution of trihydrochloride salt of 1-(4-(4-phenylpiperazin-1-yl)phenyl)-3-azabicyclo[3.1.0]hexane (0.92 g, 2.19 mmol) in dry DMF (6 mL) was added DIPEA (1.21 g, 6.44 mmol)) followed by addition of ethyl iodide (0.197 mL, 2.4 mmol). The reaction was stirred at r.t. for 3 h under argon. After completion of reaction as confirmed by TLC, crude compound was extracted with ethyl acetate (60 mL) and was given water washings (3×30 mL). The combined organic layers were dried over Na2SO4 and the solvents were removed in vacuo to afford the crude compound which was purified by column chromatography (silica gel 0.8:9.2 MeOH:DCM) to afford pure title compound (0.61 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906913B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6c445a0c4c0f402bb31f01a3856d2327 |
| Source note | uspto-grants-2014_12 |