HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Benzyloxy-1-ethyl-5,6,8-trifluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione → 1-Ethyl-5,6,8-trifluoro-3-hydroxy-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Benzyloxy-1-ethyl-5,6,8-trifluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione | HCID 22632997 | — |
| Reactant | HCID 178525683 | HCID 178525683 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 1-Ethyl-5,6,8-trifluoro-3-hydroxy-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione | HCID 22632994 | 92.8% |
Reaction Steps
A solution of 3-benzyloxy-1-ethyl-5,6,8-trifluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione (Example X-3, 0.15 g, 0.36 mmol) in trifluoroacetic acid (5.0 mL) was reacted with a 1.0 M solution of boron tris(trifluoroacetate) (1.8 mL, 1.8 mmol) in TFA and allowed to stir for 1 hour. The mixture was then concentrated and the residue dissolved in methanol and concentrated. This process was repeated three times. The residue was then triturated from dietbyl ether and filtered to provide 0.11 g of the title compound as a solid, mp 223-225° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06331538B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-8c4fbcdf28c8463d97333378e07f9d89 |
| Source note | uspto-grants-2001_12 |