Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512205Generated: October 30, 2026

Trimethylsilyl cyanide → 2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile

https://huagongshe.com/reaction/512205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
Reactant5-(1,3-Dioxan-2-yl)-2-methylpyrimidineHCID 86716234—
Catalystzinc(II)iodideHCID 9883512—
SolventDichloromethaneHCID 6344—
Product2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrileHCID 86716235—

Reaction Steps

To an ice-cold solution of 5-(1,3-dioxan-2-yl)-2-methylpyrimidine (140 mg, 0.78 mmol) in DCM (5.0 ml) was added zinc iodide (124 mg, 0.39 mmol). Trimethylsilyl cyanide (116 mg, 0.155 ml, 1.17 mmol) was added dropwise over a period of 10 minutes. Cooling was removed and the reaction was stirred for 40 hours at room temperature. The mixture was poured into H2O (20 mL) and extracted with DCM (3×20 mL), the combined org. phases were washed with brine, dried over MgSO4 and concetrated in vacuo. The crude product was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102591B2
Source datasetuspto-grants-2015_08
ORD IDord-477fabcd63da4690bd2f007b21273973
Source noteuspto-grants-2015_08