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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281381Generated: November 3, 2026

Water → 2,4-dichloro-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2281381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant2,4-Dichloro-5-iodo-7H-pyrrolo(2,3-d)pyrimidineHCID 57415902—
Catalyst2-DimethylaminopyridineHCID 21885—
SolventDichloromethaneHCID 6344—
Product2,4-dichloro-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidineHCID 5799029398.7%

Reaction Steps

To a suspension of 2,4-dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (2.80 g, 8.92 mmol) and p-toluenesulfonyl chloride (1.65 g, 8.66 mmol) in CH2Cl2 (30 mL), triethylamine (3.0 mL, 21.6 mmol) and dimethylaminopyridine (0.047 g, 0.38 mmol) were added. The mixture was stirred at room temperature for 2 h. Water and CH2Cl2 were added. The organic phase was separated, washed with 1N HCl, then with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give 2,4-dichloro-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine as a solid (4.00 g). MS 468.2 and 470.2 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-d2df09c7af5a45919256235e385424ee
Source noteuspto-grants-2015_09