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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022819Generated: November 1, 2026

Sodium hydride → HCID 86663881, compound

https://huagongshe.com/reaction/1022819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantPhenyl cyanateHCID 70740—
ReactantHCID 66975082HCID 66975082—
SolventDimethylformamideHCID 6228—
ProductHCID 86663881HCID 8666388153.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of tert-butyl (6R,7R)-7-(4-chloro-3-fluorophenyl)-6-[(2-oxotetrahydropyrimidin-1(2H)-yl)methyl]-1,4-oxazepane-4-carboxylate (260 mg) in DMF (2.9 mL) was added sodium hydride (94.0 mg, 60% in oil) under ice-cooling, and the mixture was stirred at 0° C. for 1 hr, and at room temperature for 1 hr. Then, phenyl cyanate (210 mg) was added, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added distilled water, and the mixture was extracted with ethyl acetate. The obtained extract was washed with distilled water and brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (147 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-9611ce1a71e149e3940fa87901013ea4
Source noteuspto-grants-2014_05