HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetic Acid → 7-(2-Thienyl)-3-(beta-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | 1,2,3,5-Tetraacetyl-beta-D-ribofuranose | HCID 83064 | — |
| Reactant | HCID 178420844 | HCID 178420844 | — |
| Solvent | Ammonia | HCID 222 | — |
| Product | 7-(2-Thienyl)-3-(beta-D-ribofuranosyl)-3H-imidazo[4,5-b]pyridine | HCID 44433304 | 29.2% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
A mixture of Compound 4 (80 mg, 0.4 mmol), tetra-O-acetyl-β-D-ribofuranose (130 mg, 0.4 mmol) and chloroacetic acid (2 mg) was heated at 200° C. for 5 minutes. The resulting dark syrup was treated with methanolic ammonia (40 ml) at room temperature for 18 hours. After the solvent was distilled off under reduced pressure, the residue was diluted with 30% aqueous CH3CN, and the product was purified by reversed-phase HPLC to give Compound 11 (39 mg, 29%, 2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030478B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-098078bdf73f46e9a6b1338245cf9ead |
| Source note | uspto-grants-2011_10 |