HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2212921Generated: October 29, 2026
N-bromobutanimide → 5-Bromo-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
https://huagongshe.com/reaction/2212921
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 7-Deaza-2'-C-methyladenosine | HCID 3011893 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 3011899 | 36.2% |
Reaction Steps
To a pre-cooled solution (0° C.) of the compound from Step F of Example 62 (28 mg, 0.10 mmol) in DMF (0.5 mL) was added N-bromosuccinimide (0.018 g, 0.10 mmol) in DMF (0.5 mL) dropwise. The solution was stirred at 0° C. for 20 min, then at rt for 10 min. The reaction was 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 (13.0 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07105499B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-070310e1cf244603a2ce81d30d3f9a3a |
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| Source note | uspto-grants-2006_09 |
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