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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207516Generated: October 30, 2026

Water → 6-Chloro-7-iodo-7-deazapurine

https://huagongshe.com/reaction/2207516

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 numberUS09376438B2
Source datasetuspto-grants-2016_06
ORD IDord-af1ec139cfdf487c99a27329f2d49b09
Source noteuspto-grants-2016_06