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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879372Generated: October 30, 2026

(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate → HCID 86700179, compound

https://huagongshe.com/reaction/879372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetateHCID 86700142—
Reactant1-Methyl-3-(trimethylstannyl)-1H-indazoleHCID 86700180—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86700179HCID 86700179—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (35.0 mg, 0.066 mmol) and 1-methyl-3-(trimethylstannyl)-1H-indazole (24.0 mg, 0.079 mmol) in dioxane (0.9 mL) was added Pd(PPh3)4 (4.0 mg, 3.03×10−3 mmol) and CuI (4.0 mg, 0.018 mmol). The reaction was degassed for 5 minutes with N2 and then heated at 100° C. overnight. After cooling, the reaction mixture was diluted with EtOAc, extracted with H2O, brine, dried over Na2SO4, filtered and concentrated and purified by flash column chromatography (silica gel, 0 to 70% ethyl acetate/hexanes) to give the desired product. LCMS-ESI+ (m/z): [M+H]+ calcd for C35H34ClN4O3S: 625.2; found: 625.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-9170017c832a49249d3f87ceaf9d8524
Source noteuspto-grants-2015_03