HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89924133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-1-fluoro-2-nitrobenzene | HCID 67660 | — |
| Reactant | tert-butyl 7-amino-2-oxa-5-azaspiro[3.4]octane-5-carboxylate | HCID 89924062 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89924133 | HCID 89924133 | 76.1% |
Reaction Steps
A mixture of 4-chloro-1-fluoro-2-nitrobenzene (264 mg, 1.50 mmol), tert-butyl 7-amino-2-oxa-5-azaspiro[3.4]octane-5-carboxylate (343 mg, 1.50 mmol) and NEt3 (0.44 mL, 3.12 mmol) in 10 mL of tetrahydrofuran was stirred at room temperature overnight and then heated under reflux for 5 hours. The resulting mixture was concentrated in vacuo and the residue was purified by flash column (eluting with 0-5% MeOH in DCM) to afford tert-butyl 7-[(4-chloro-2-nitrophenyl)amino]-2-oxa-5-azaspiro[3.4]octane-5-carboxylate (438 mg, yield: 76.1%) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206191B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-cc5f41817c5a4f36be19ea90255e1364 |
| Source note | uspto-grants-2015_12 |