HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → HCID 67980529, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | HCID 67980619 | HCID 67980619 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67980529 | HCID 67980529 | 47% |
Reaction Steps
To a solution of dihydrochloride salt of (1R,5S)-(4-morpholin-4-yl-phenyl)-3-aza-bicyclo[3.1.0]hexane (5.0 g, 17.8 mmol) in DMF (20 mL) were added DIPEA (12.7 mL, 71.3 mmol) and ethyl iodide (2.14 mL, 26.7 mmol) at r.t. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (3×20 mL). The organic layer was washed with brine (2×10 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 0.2:9.8 MeOH:CHCl3) to provide the title compound as viscous liquid (2.3 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906913B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-6217e6f1ffbe4fbbb01d35b8bf1716bd |
| Source note | uspto-grants-2014_12 |