HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonate Ion → 3-[2-(trifluoromethyl)-4'-fluorobenzhydryloxy]-N-(sec-butyl)azetidine 1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonate Ion | HCID 19660 | — |
| Reactant | 2-Isocyanatobutane | HCID 550850 | — |
| Reactant | 3-[2-(Trifluoromethyl)-4'-fluorobenzhydryloxy]azetidine hydrochloride | HCID 68905655 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[2-(trifluoromethyl)-4'-fluorobenzhydryloxy]-N-(sec-butyl)azetidine 1-carboxamide | HCID 11293171 | 77% |
Reaction Steps
To a solution of 3-[2-(trifluoromethyl)-4′-fluorobenzhydryloxy]azetidine hydrochloride (162) (150 mg, 0.42 mmol) in anhydrous DCM (4 mL) was added MP-carbonate (2.62 mmol/g; 475 mg, 1.26 mmol), molecular sieves and sec-butyl isocyanate (49 μL, 0.42 mmol). The resultant mixture was shaken at ambient temperature for 16 b, after which time it was poured onto a DCM-wetted SCX-2 (1 g) cartridge. The sample was eluted with DCM (24 mL), then evaporated to afford the desired product as a colourless gum (135 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504522B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-82b9ec978d6e4ce1ad73097fdf97948d |
| Source note | uspto-grants-2009_03 |