HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthobeznoate → Tert-butyl 4-oxo-2-phenyl-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthobeznoate | HCID 69720 | — |
| Reactant | tert-Butyl 4-amino-4-carbamoylpiperidine-1-carboxylate | HCID 10562199 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Tert-butyl 4-oxo-2-phenyl-1,3,8-triazaspiro[4.5]dec-1-ene-8-carboxylate | HCID 59165778 | 30.8% |
Reaction Steps
A solution of tert-butyl 4-amino-4-(aminocarbonyl)piperidine-1-carboxylate (120 mg, 0.493 mmol) and trimethyl orthobenzoate (198 mg, 1.09 mmol) in toluene (7 mL) was heated at 110° C. for 18 h. The reaction was concentrated and the crude product was purified by silica gel chromatography, eluting with a gradient of 0 to 5% methanol:dichloromethane to give the title compound (50 mg). MS: m/z=330.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07659264B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-75473b55201a45f0b5d45c1d68defe70 |
| Source note | uspto-grants-2010_02 |