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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046990Generated: October 26, 2026

Ethyl Acetate → 5-Bromo-2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2046990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBromineHCID 24408—
ReactantSodium SulfiteHCID 24437—
Reactant2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidineHCID 14116871—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidineHCID 57990440—

Reaction Conditions

Temperature0 °C

Reaction Steps

To 935 mg 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (3a) (5.0 mmol) in 100 mL of 1,4-dioxane was slowly added 256 μL of Br2 (5.0 mmol) at 0° C. over a period of 10 minutes. After stirring for 30 minutes at 0° C., the reaction mixture was poured into a mixture of 150 mL of EtOAc and 150 mL of saturated aqueous Na2SO3 then filtered through celite. The aqueous phase was extracted with EtOAc (3×100 mL) and combined organic layers were washed with brine, concentrated and purified by flash column chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592432B2
Source datasetuspto-grants-2013_11
ORD IDord-b83c6fe820a742e9850de173c7b4e46a
Source noteuspto-grants-2013_11