HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86756709, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Reactant | 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) | HCID 96831 | — |
| Reactant | 2'-O-{2-[(Dimethylamino)oxy]ethyl}-5-methyluridine | HCID 22947699 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | HCID 86756709 | HCID 86756709 | 80% |
Reaction Steps
2′-O-(dimethylaminooxyethyl)-5-methyluridine (750 mg, 2.17 mmol) was dried over P2O5 under high vacuum overnight at 40° C. It was then co-evaporated with anhydrous pyridine (20 mL). The residue obtained was dissolved in pyridine (11 mL) under argon atmosphere. 4-dimethylaminopyridine (26.5 mg, 2.60 mmol), 4,4′-dimethoxytrityl chloride (880 mg, 2.60 mmol) was added to the mixture and the reaction mixture was stirred at room temperature until all of the starting material disappeared. Pyridine was removed under vacuum and the reside chromatographed and eluted with 10% MeOH in CH2Cl2 (containing a few drops of pyridine) to get 5′-O-DMT-2′-O-(dimethylamino-oxyethyl-5-methyluridine (1.13 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235723B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-3b6e12993aad4b4389218ce73c5e8378 |
| Source note | uspto-grants-2001_05 |