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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409131Generated: October 29, 2026

Water → 6-Chloro-7-iodo-7-deazapurine

https://huagongshe.com/reaction/409131

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 numberUS08759358B1
Source datasetuspto-grants-2014_06
ORD IDord-5c4604a0cbbc4b9a8b2bfec6fc240b62
Source noteuspto-grants-2014_06