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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892132Generated: November 3, 2026

Water → 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1892132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-BromoacetamideHCID 4353—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
SolventDichloromethaneHCID 6344—
Product5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 538071081.5%

Reaction Steps

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1.2 g, 7.8 mmol) in CH2Cl2 (25 ml) was added N-bromoacetamide (1.186 g, 8.6 mmol) in CH2Cl2 (25 ml). The mixture was heated at reflux temperature for 40 mins, then cooled to room temperature, and concentrated under vacuum to give an off-white solid. Cold water (40 ml) was added to the solid, which was then collected by filtration, washed with cold water (5 ml), and dried under vacuum. The product was recrystallized from a minimum amount of isopropanol to yield pure 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1.475 g, 81.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507672B2
Source datasetuspto-grants-2013_08
ORD IDord-68fde106b46f4fb5b7c41dbf1efa01ea
Source noteuspto-grants-2013_08