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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297683Generated: October 30, 2026

Water → HCID 18336825, compound

https://huagongshe.com/reaction/2297683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant1-bromo-N-hydroxymethanecarbonimidoyl bromideHCID 2763219—
ReactantHCID 86588186HCID 86588186—
SolventEthyl AcetateHCID 8857—
ProductHCID 18336825HCID 1833682575.6%

Reaction Steps

(2R,3R,4R,5R)-4-(acetyloxy)-2-[6-(4-chloro-2-fluoroanilino)-9H-purin-9-yl]-5-ethynyltetrahydrofuran-3-yl acetate (20 mg) was stirred at 22° C. with dibromoformaldoxime (12.5 mg), sodium bicarbonate (39 mg), water (0.075 ml) and ethyl acetate (1.5 ml) for 88 h. The mixture was partitioned between water (20 ml) and ethyl acetate (3×10 ml), the organic layers were washed with brine and evaporated in vacuo to give a brown gum (19 mg). Purification by chromatography on silica gel (Varian Bondelut cartridge), eluting with ethyl acetate:cyclohexane 20:80-80:20) gave the title compound as a colourless gum (16.8 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492348B1
Source datasetuspto-grants-2002_12
ORD IDord-fc422914ee21411ba1878997468160ff
Source noteuspto-grants-2002_12