HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18336825, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-bromo-N-hydroxymethanecarbonimidoyl bromide | HCID 2763219 | — |
| Reactant | HCID 86588186 | HCID 86588186 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18336825 | HCID 18336825 | 75.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06492348B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-fc422914ee21411ba1878997468160ff |
| Source note | uspto-grants-2002_12 |