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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468702Generated: November 1, 2026

Azetidine → (S)-ethyl 2-(2-(azetidin-1-yl)-5-methyl-7-(trifluoromethylsulfonyloxy)benzo[d]thiazol-6-yl)-2-tert-butoxyacetate

https://huagongshe.com/reaction/1468702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantAmmonium ChlorideHCID 25517—
Reactant(S)-ethyl 2-(2-bromo-5-methyl-7-(trifluoromethylsulfonyloxy)benzo[d]thiazol-6-yl)-2-tert-butoxyacetateHCID 86699785—
SolventTetrahydrofuranHCID 8028—
Product(S)-ethyl 2-(2-(azetidin-1-yl)-5-methyl-7-(trifluoromethylsulfonyloxy)benzo[d]thiazol-6-yl)-2-tert-butoxyacetateHCID 86699784—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 32 (50 mg, 0.094 mmol) in THF (1 mL) was added azetidine (20 μL). The reaction mixture was heated at 70° C. for 30 min. A saturated solution of NH4Cl (3 mL) was added, and the layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layer were dried, filtered, and concentrated in vacuo. The crude material was purified by column chromatography (EtOAc/hexanes) to give 38 mg of 33. LCMS-ESI+: calc'd for C20H25F3N2O6S2: 511.1 (M+H+). Found: 511.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006229B2
Source datasetuspto-grants-2015_04
ORD IDord-6f68696785614b2fa47fdfe8629939ca
Source noteuspto-grants-2015_04