HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 10302554, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N-(2-Aminoethyl)piperidine | HCID 33944 | — |
| Reactant | HCID 10207977 | HCID 10207977 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 10302554 | HCID 10302554 | 58% |
Reaction Steps
A solution of (2S,3S,4R,5R)-5-[6-(cyclohexylamino)-2-iodo-9H-purin-9-yl]-N-ethyl-3,4-dihydroxytetrahydro-2-furancarboxamide (Preparation 31) (125 mg, 0.24 mmol), 2-(1-piperidinyl)ethylamine (0.14 ml, 0.96 mmol) and tetrakis(triphenylphosphine)palladium(0) (20 mg, 0.024 mmol) in THF (5 ml) was carbonylated at 60° C. and 345 KPa carbon monoxide for 18 hours. Solvent was evaporated under reduced pressure and the residue purified by column chromatography on silica gel eluting with dichloromethane:methanol:concentrated aqueous ammonia (95:5:1, by volume). After evaporation of appropriate fractions the residue was triturated with diethyl ether, filtered and dried to yield the target compound as a beige powder, (77 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525032B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-6863c3ebb05d4bbb9770d321c704612f |
| Source note | uspto-grants-2003_02 |