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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419725Generated: October 31, 2026

Acetone → HCID 178478397, compound

https://huagongshe.com/reaction/419725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantDimethylformamideHCID 6228—
ReactantN-IodosuccinimideHCID 120273—
Reactant4-Chloro-1H-pyrazolo[3,4-d]pyrimidineHCID 221095—
SolventDichloromethaneHCID 6344—
ProductHCID 178478397HCID 17847839761.43%

Reaction Conditions

Temperature50 °C

Reaction Steps

Charge 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (6.1 g, 1.0 eq), N-iodosuccinimide (NIS) (21.55 g, 2.0 eq) and DMF (213.5 mL) in a round bottom flask. Stir the reaction mass at 50° C. for 16 h. Monitor the reaction by TLC (10% acetone in DCM). Concentrate the reaction mass under reduced pressure. Charge ethyl acetate and wash with water and saturated aq. sodium chloride. Dry the organic layer over anhydrous sodium sulfate and concentrate the organic layer under reduced pressure to give 4-chloro-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (6.8 g, 61.43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093383B2
Source datasetuspto-grants-2012_01
ORD IDord-f2e27979dc644150a5f36d212d67cea4
Source noteuspto-grants-2012_01