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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245528Generated: November 1, 2026

N-bromobutanimide → 5-Bromo-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/1245528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant7-Deaza-2'-C-methyladenosineHCID 3011893—
SolventDimethylformamideHCID 6228—
Product5-Bromo-7-(2-C-methyl-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 301189936.2%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07125855B2
Source datasetuspto-grants-2006_10
ORD IDord-7bf5786845214569b613a6165730d8d2
Source noteuspto-grants-2006_10