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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888129Generated: October 29, 2026

Potassium Cyanide → 7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrile

https://huagongshe.com/reaction/888129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactantp-Toluenesulfinic acidHCID 10818—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
ReactantSodiumHCID 5360545—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrileHCID 55288480—

Reaction Conditions

Temperature100 °C

Reaction Steps

Commercially available 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1 g, 6.51 mmol) was dissolved in DMSO (15 mL) then p-toluenesulfinic acid, sodium salt (1.16 g, 6.51 mmol) and KCN (635 mg, 9.76 mmol) were added. The reaction mixture was heated at 100° C. for 17 h, cooled to RT and diluted with water. The mixture was extracted with EtOAc. The organic layers were washed with brine, dried over MgSO4 and concentrated in vacuo to give 7H-pyrrolo[2,3-d]pyrimidine-4-carbonitrile as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247556B2
Source datasetuspto-grants-2012_08
ORD IDord-833c1ae2d1d14930b150fb7ee3264b27
Source noteuspto-grants-2012_08