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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191544Generated: November 1, 2026

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

https://huagongshe.com/reaction/2191544

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 numberUS08329702B2
Source datasetuspto-grants-2012_12
ORD IDord-7f3c1016cefe4ff3aec17015aee13f0f
Source noteuspto-grants-2012_12