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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448691Generated: October 30, 2026

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

https://huagongshe.com/reaction/448691

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 numberUS08481712B2
Source datasetuspto-grants-2013_07
ORD IDord-54f4921114f0461fbd72b0fa8b62a51f
Source noteuspto-grants-2013_07