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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512207Generated: October 29, 2026

Water → 2-(2-Methylpyrimidin-5-yl)tetrahydrofuran-2-carbonitrile

https://huagongshe.com/reaction/512207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrileHCID 86716236—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Methylpyrimidin-5-yl)tetrahydrofuran-2-carbonitrileHCID 86716237—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 2-(3-bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile (24 mg, 0.089 mmol) in THF (3 mL) was cooled at −78° C. Lithium bis(trimethylsilyl)amide in THF (141 μl, 0, 141 mmol, 1 molar) was added slowly and the mixture was stirred for 1 hour at −78° C. To the reaction mixture was added sat. aq. NH4Cl (10 mL) and the mixture was allowed to warm to room temperature. The reaction mixture was dilluted with H2O (10 mL) and extracted with AcOEt (3×15 mL). The combined org. phases were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude product was used directly for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102591B2
Source datasetuspto-grants-2015_08
ORD IDord-f42b21f4c69e4ba9b1f5bfb2719508cd
Source noteuspto-grants-2015_08