HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 6-[(2,2-diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxylate → 6-[(2,2-Diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-N-[2-(4-isopropyl-1-piperidinyl)ethyl]-9H-purine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 6-[(2,2-diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-9H-purine-2-carboxylate | HCID 10187396 | — |
| Reactant | 2-[4-(Propan-2-yl)piperidin-1-yl]ethan-1-amine | HCID 21978313 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 6-[(2,2-Diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino)carbonyl]-3,4-dihydroxytetrahydro-2-furanyl}-N-[2-(4-isopropyl-1-piperidinyl)ethyl]-9H-purine-2-carboxamide | HCID 10305384 | 123.3% |
Reaction Steps
Methyl 6-[(2,2-diphenylethyl)amino]-9-{(2R,3R,4S,5S)-5-[(ethylamino) carbonyl]-3,4-dihydroxytetra-hydro-2-furanyl}-9H-purine-2-carboxylate (Preparation 11) (100 mg, 0.18 mmol) and 2-(4-isopropyl-1-piperidinyl)ethylamine (Preparation 17) (300 mg, 1.76 mmol) were heated at 120° C. under a nitrogen atmosphere for three hours. The reaction mixture was allowed to cool to room temperature and purified by column chromatography on silica gel eluting with dichloromethane:methanol:concentrated aqueous ammonia (90:10:1 by volume) to afford the title compound as a white solid (76 mg, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525032B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-f7fc35a4d91047cbba0344703a7510fd |
| Source note | uspto-grants-2003_02 |