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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879468Generated: October 30, 2026

4-Bromo-2-(tributylstannyl)thiazole → HCID 86700281, compound

https://huagongshe.com/reaction/879468

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-(tributylstannyl)thiazoleHCID 11048687—
Reactant(S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetateHCID 86700141—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86700281HCID 86700281—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a 5 mL microwave reaction tube, (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (240 mg, 0.5 mmol), 4-bromo-2-(tributylstannyl)thiazole (0.25 mL, 1.5 eq.), Pd(PPh3)4 (84 mg, 15%) and CuI (14 mg, 15%) were charged, then 4 mL dioxane was added. The reaction mixture was purged N2, then heated to 100° C. for 3 hour. LC-MS of reaction crude showed desired product mass. The reaction crude was partitioned using ethyl acetate and brine. The organic layer was concentrated and purified via CombiFlash column (0-50% ethyl acetate/hexane) to give desired product. LCMS-ESI+: calc'd for C25H25BrClN2O3S2: 565.9, found. 567.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-31630416ecd046bcad3ddbb1556c9988
Source noteuspto-grants-2015_03