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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633733Generated: October 29, 2026

N-bromobutanimide → 2-Bromo-1-(2-cyclopropylmethoxypyrimidin-5-yl)ethanone

https://huagongshe.com/reaction/633733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-Cyclopropylmethoxy-5-(1-ethoxyvinyl)pyrimidineHCID 118199853—
SolventEthyl AcetateHCID 8857—
SolventOxolane--water (1/1)HCID 21881883—
Product2-Bromo-1-(2-cyclopropylmethoxypyrimidin-5-yl)ethanoneHCID 11819985271.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 480 mg (2.18 mmol) of 2-cyclopropylmethoxy-5-(1-ethoxyvinyl)pyrimidine in 8 mL of a THF/H2O mixture: (6/2: v/v) is cooled to 0° C. under argon. After addition of 380.02 mg (2.11 mmol) of N-bromosuccinimide, the reaction mixture is maintained at 0° C. for 1 hour. The solution obtained is taken up in ethyl acetate and washed with aqueous NaHCO3 solution and then with saturated NaCl solution. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 80/20 DCM/MeOH) to give 410 mg of 2-bromo-1-(2-cyclopropylmethoxypyrimidin-5-yl)ethanone, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321790B2
Source datasetuspto-grants-2016_04
ORD IDord-9372a79e407c4764adbbc7f5b1a76598
Source noteuspto-grants-2016_04