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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2270294Generated: October 30, 2026

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

https://huagongshe.com/reaction/2270294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Benzyloxy-1-ethyl-5,6,8-trifluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dioneHCID 22632997—
ReactantHCID 178525683HCID 178525683—
SolventTrifluoroacetic acidHCID 6422—
Product1-Ethyl-5,6,8-trifluoro-3-hydroxy-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dioneHCID 2263299492.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06331538B1
Source datasetuspto-grants-2001_12
ORD IDord-8c4fbcdf28c8463d97333378e07f9d89
Source noteuspto-grants-2001_12