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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452634Generated: October 30, 2026

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

https://huagongshe.com/reaction/452634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant7-acetyl-4-iodo-7H-pyrrolo[2,3-d]pyrimidineHCID 86640030—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Product7H-Pyrrolo[2,3-d]pyrimidine-4-carbonitrileHCID 5528848080%

Reaction Steps

A mixture of 7-acetyl-4-iodo-7H-pyrrolo[2,3-d]pyrimidine (1.28 g, 4.46 mmol), zinc cyanide (427 mg, 2.45 mmol), tetrakis(triphenylphosphine)palladium(0) (258 mg, 0.223 mmol) and N,N-dimethylformamide (10 mL) was tightly sealed in a vial, and the microwave was irradiated at 150° C. for 20 min. After cooling, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-0/1) to give the title compound (520 mg, yield 80%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492378B2
Source datasetuspto-grants-2013_07
ORD IDord-ca1f1365a70f48d5bf55eb74b1c11b37
Source noteuspto-grants-2013_07