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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426759Generated: November 2, 2026

Sodium hydride → HCID 67397251, compound

https://huagongshe.com/reaction/1426759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(Benzyloxy)benzene-1-sulfonyl chlorideHCID 4738385—
Reactanttert-butyl {[4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamateHCID 67176761—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67397251HCID 67397251102.2%

Reaction Steps

To a solution of tert-butyl {[4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (200 mg) in tetrahydrofuran (10 mL) was added sodium hydride (60% in oil, 50 mg), and the mixture was stirred at room temperature for 10 min. 4-(Benzyloxy)benzenesulfonyl chloride (210 mg) was added and the mixture was further stirred for 30 min. The reaction mixture was diluted with water, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=7:3→1:1) to give the title compound as a colorless oil (yield 360 mg, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933105B2
Source datasetuspto-grants-2015_01
ORD IDord-52312f86b59a44999e61cc3e685f6ecd
Source noteuspto-grants-2015_01