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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187616Generated: October 31, 2026

Water → 6-Chloro-7-iodo-7-deazapurine

https://huagongshe.com/reaction/1187616

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 numberUS08673925B1
Source datasetuspto-grants-2014_03
ORD IDord-766a2fafe6f74c07bb4f83542ad1eb81
Source noteuspto-grants-2014_03