HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Methyl 2-(1-methyl-3-(5-phenethylfuran-2-carboxamido)piperidin-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 2-(3-amino-1-methylpiperidin-3-yl)acetate | HCID 66864584 | — |
| Reactant | 2,5-Dioxopyrrolidin-1-yl 5-phenethylfuran-2-carboxylate | HCID 86649843 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(1-methyl-3-(5-phenethylfuran-2-carboxamido)piperidin-3-yl)acetate | HCID 66864596 | 89.7% |
Reaction Steps
A solution of methyl 2-(3-amino-1-methylpiperidin-3-yl)acetate (37 mg, 0.2 mmol) and 2,5-dioxopyrrolidin-1-yl 5-phenethylfuran-2-carboxylate (75 mg, 0.24 mmol) in DMF (1 mL) was treated with triethylamine (0.11 μL, 0.8 mmol) and stirred at room temperature for 18 h. Diethyl ether (20 mL) was added and the resulting white precipitate was collected and purified by silica gel chromatography (elution 5% MeOH/CH2Cl2 to 10% MeOH/CH2Cl2) to give the title compound as a white powder (69 mg, 87%). MS ESI 385.2 [M+H]+, calcd for [C22H28N2O4+H] 385.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680282B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-2f6964a8450443ea9fc2c31827c92c61 |
| Source note | uspto-grants-2014_03 |