Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thymidine | HCID 5789 | — |
| Reactant | 2-Chloro-N,N-diethyl-1,1,2-trifluoroethan-1-amine | HCID 136184 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,3'-Anhydrothymidine | HCID 6915752 | — |
Reaction Steps
Thymidine (85.4 g: 0.353 mol) was dissolved in 500 mL dry DMF and added to N-(2-chloro-1,1,2-trifluoroethyl)diethylamine (100.3 g; 0.529 mol) (prepared according to the method of D.E. Ayer, J. Med. Chem. 6, 608 (1963)). This solution was heated at 70° C. for 30 minutes then poured into 950 mL ethanol (EtOH) with vigorous stirring. The product precipitated from this solution and was filtered. The EtOH supernatant was refrigerated then filtered to yield the title compound. mp. =230° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05041543 |
|---|
| Source dataset | uspto-grants-1991_08 |
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| ORD ID | ord-255f2565a4504c9fa85d512a21cba499 |
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| Source note | uspto-grants-1991_08 |
|---|
