HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Phenyl 3-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 3-(1,3-Difluoro-2-methylpropan-2-yl)isoxazol-5-amine | HCID 66876750 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Phenyl 3-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-5-ylcarbamate | HCID 66876760 | 100% |
Reaction Steps
Using the procedure described in Example 161C, 3-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-5-amine (0.19 g, 1.08 mmol) was reacted with phenyl chloroformate (0.235 g, 1.5 mmol) in the presence of K2CO3 (0.276 g, 2 mmol) in THF (10 mL), and purified by silica gel chromatography with 10-25% EtOAc/hexane as eluants to afford phenyl 3-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-5-ylcarbamate as solid (0.319 g, 100%). 1H NMR (300 MHz, CDCl3) δ 7.83 (s, 1H), 7.17-7.45 (m, 5H), 6.23 (s, 1H), 4.69 (dq, 2H), 4.50 (dq, 2H), 1.40 (s, 3H); LC-MS (ESI) m/z 297 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969587B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-1a263989af9a4e15a08d883fdb638dc5 |
| Source note | uspto-grants-2015_03 |