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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361474Generated: October 30, 2026

Tetrahydrofuran → Benzyl 4-(4-(2-fluorophenyl)thiazol-2-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1361474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-2'-fluoroacetophenoneHCID 2737449—
ReactantBenzyl 4-carbamothioylpiperazine-1-carboxylateHCID 57354701—
SolventWaterHCID 962—
ProductBenzyl 4-(4-(2-fluorophenyl)thiazol-2-yl)piperazine-1-carboxylateHCID 1598456927.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of benzyl 4-thiocarbamoylpiperazine-1-carboxylate (2.7 g, 9.7 mmol), 2-bromo-1-(2-fluorophenyl)ethanone (2.1 g, 9.7 mmol), diisopropyl ethylamine (1.9 mL, 11 mmol), and THF (32 mL) was sealed in a microwave vessel and heated by microwave irradiation at 120° C. for 20 seconds. The reaction was cooled to room temperature, diluted with water, and extracted with CH2Cl2. The combined extracts were washed with water, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by flash chromatography (SiO2, 0%-30% EtOAc/hexanes) to give benzyl 4-(4-(2-fluorophenyl)thiazol-2-yl)piperazine-1-carboxylate (1.05 g, 27% yield). LC/MS: m/z 398.3 (M+H)+ at 3.84 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880008B2
Source datasetuspto-grants-2011_02
ORD IDord-6e06895041ca427285a61324089d917e
Source noteuspto-grants-2011_02