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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529945Generated: November 2, 2026

Water → 6-Chloro-7-iodo-7-deazapurine

https://huagongshe.com/reaction/1529945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-IodosuccinimideHCID 120273—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
SolventDimethylformamideHCID 6228—
Product6-Chloro-7-iodo-7-deazapurineHCID 14809281100%

Reaction Steps

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (8.0 g, 52.32 mmol, 1.0 eq) in DMF (40 mL), NIS (15.7 g, 57.55 mmol, 1.1 eq) was added at 0° C. The reaction mixture was stirred overnight at room temperature. Water (40 mL) was added to the reaction mixture, extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated under vacuum to give 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (14.6 g, 100% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090621B2
Source datasetuspto-grants-2015_07
ORD IDord-9fe96b68c7d44b78b75cd5296745acdc
Source noteuspto-grants-2015_07