Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642389Generated: November 1, 2026

Potassium Carbonate → 4-[4-(7-Methyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-yl)phenoxy]-butane nitrile

https://huagongshe.com/reaction/1642389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-BromobutyronitrileHCID 21412—
ReactantHCID 66753310HCID 66753310—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-[4-(7-Methyl-5-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-yl)phenoxy]-butane nitrileHCID 6675317156.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of Step 1 intermediate, Intermediate 10 (350 mg, 1.355 mmol) in DMF (10 ml) was added 4-bromobutyronitrile (280 mg, 1.897 mmol) at room temperature followed by K2CO3 (560 mg, 4.065 mmol) and the reaction temperature was heated to 80° C. for 15.0 h overnight. The reaction mixture was diluted with ethyl acetate, washed with water and brine and purified by column chromatography to afford 250 mg the desired compound as a white solid; 1H NMR (300 MHz, CDCl3) δ 2.17 (s, 3H), 3.80-3.85 (m, 2H), 7.07-7.10 (m, 2H), 7.24-7.27 (m, 2H), 7.50 (d, J=4.8 Hz, 1H), 7.98 (d, J=4.5 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-c108bedf81814004b7116853f8e6d7fe
Source noteuspto-grants-2012_02