HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → 5-Chloro-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 7-Deaza-2'-C-methyladenosine | HCID 3011893 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 3011898 | 35% |
Reaction Steps
To a pre-cooled solution (0° C.) of the compound from Step F of Example 62 (140 mg, 0.50 mmol) in DMF (2.5 mL) was added N-chlorosuccinimide (0.075 g, 0.55 mmol) in DMF (0.5 mL) dropwise. The solution was stirred at rt for 1 h and the reaction quenched by addition of methanol (4 mL) and evaporated in vacuo. The crude product was purified on silica gel using methanol/dichloromethane (1:9) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (55 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06777395B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-4753ca719d2f4ec9ad466285820b30ca |
| Source note | uspto-grants-2004_08 |