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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046102Generated: October 25, 2026

Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one

https://huagongshe.com/reaction/1046102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant5-Bromopyrimidine-2-carbonitrileHCID 686546—
ReactantHCID 178418689HCID 178418689—
Product1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 5348806430.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 5-bromopyrimidine-2-carbonitrile (300 mg, 1.63 mmol) in THF (20 mL) was added MeMgBr (5.43 mL, 16.3 mmol) at −78° C. under nitrogen. The solution was stirred at −78° C. for 20 min., quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give an oil, which was purified by prep TLC (3:1 PE/EtOAc) to give 1-(5-bromopyrimidin-2-yl)ethanone (99 mg, yield 30.2%). 1H NMR (CDCl3): δ2.70 (s, 3H), 8.90 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569292B2
Source datasetuspto-grants-2013_10
ORD IDord-d3727f56287c4a5085a760fc8f17c612
Source noteuspto-grants-2013_10