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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561125Generated: October 30, 2026

Water → HCID 59002986, compound

https://huagongshe.com/reaction/561125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178472052HCID 178472052—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59002986HCID 5900298624%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of ethyl (S)-2-(2,3,4,5,6-pentafluorobenzoyl)-3-[(2-hydroxy-1-phenylethyl)amino]acrylate (2.15 g, 5.00 mmol) in THF (20 mL) was added NaH (440 mg, 11.0 mmol, 60% in oil) at 0° C. and the mixture was stirred at 0° C. for 0.5 h, at room temperature for 1 h, and then refluxed for 2 h. The mixture was treated portionwise at 0° C. with water. A precipitate formed and was collected by filtration, washed successively with EtOAc and then dried to give ethyl (S)-8,9,10-trifluoro-2,3-dihydro-7-oxo-3-phenyl-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate (465 mg, 24%) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063221B2
Source datasetuspto-grants-2011_11
ORD IDord-df5d36170ff94c56918d9580fd702d99
Source noteuspto-grants-2011_11