HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonate Ion → 3-[2-(trifluoromethyl)-4'-fluorobenzhydryloxy]-N-(tert-butyl)azetidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonate Ion | HCID 19660 | — |
| Reactant | tert-Butyl isocyanate | HCID 62412 | — |
| Reactant | 3-[2-(Trifluoromethyl)-4'-fluorobenzhydryloxy]azetidine hydrochloride | HCID 68905655 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[2-(trifluoromethyl)-4'-fluorobenzhydryloxy]-N-(tert-butyl)azetidine-1-carboxamide | HCID 11487071 | 87.4% |
Reaction Steps
To a solution of 3-[2-(trifluoromethyl)-4′-fluorobenzhydryloxy]azetidine hydrochloride (162) (200 mg, 0.55 mmol) in anhydrous DCM (5 mL) was added MP-carbonate (3.01 mmol/g; 550 mg, 1.65 mmol) and tert-butyl isocyanate (65 μL, 0.55 mmol). The resultant mixture was shaken at ambient temperature for 16 h, after which time it was poured onto a DCM-wetted SCX-2 (1 g) cartridge. The sample was eluted with DCM (16 mL), then evaporated to afford the desired product as a colourless glass (204 mg, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504522B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-9aa2e174e0da4f2fabc23ebe7036b4b0 |
| Source note | uspto-grants-2009_03 |