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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1839266Generated: November 2, 2026

Water → HCID 18336825, compound

https://huagongshe.com/reaction/1839266

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,3 R,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 numberUS06677316B2
Source datasetuspto-grants-2004_01
ORD IDord-c321149da18f4615b13e03d32f067379
Source noteuspto-grants-2004_01