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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386409Generated: October 27, 2026

4-Toluenesulfonyl chloride → 2-Chloro-7-iodo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine

https://huagongshe.com/reaction/386409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazineHCID 53627690—
SolventDimethylformamideHCID 6228—
Product2-Chloro-7-iodo-5-tosyl-5H-pyrrolo[2,3-b]pyrazineHCID 59463524—

Reaction Steps

Sodium hydride (140 mg, 3.5 mmol) was added to an ice-cold solution of 2-chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine (5) (820 mg, 2.9 mmol) in dimethylformamide (7 ml) under nitrogen. After 30 minutes tosyl chloride (570 mg, 3 mmol) was added to the reaction mixture and the reaction mixture was stirred at room temperature for 18 h. The reaction mixture was then quenched with water (˜15 ml). An off white solid was filtered off and dried in vacuo (950 mg, 75%). MS (ES+) 434.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372835B2
Source datasetuspto-grants-2013_02
ORD IDord-4ef75f7d56b544ea8cc92646fa0fdf70
Source noteuspto-grants-2013_02