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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669678Generated: October 25, 2026

5,5-Dibromo-4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one → 4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

https://huagongshe.com/reaction/1669678

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5,5-Dibromo-4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-oneHCID 22390958—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
SolventAmmonium ChlorideHCID 25517—
Product4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-oneHCID 12095870—

Reaction Steps

Zinc (6.05 g, 92.6 mmol) was added to a solution of 5,5-dibromo-4-chloro-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one from Step A (3.03 g, 9.26 mmol) in THF (20 mL) and saturated aqueous NH4Cl (5 mL). After 3 h, the reaction mixture was concentrated in vacuo and purified by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H-90:10:0.1 to 5:95:0.1. Lyophilization provided the title compound. MS: m/z=170 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989624B2
Source datasetuspto-grants-2011_08
ORD IDord-7044f10ed35a414eb15c88607efb1e16
Source noteuspto-grants-2011_08