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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879630Generated: November 1, 2026

1,4-Dioxane → HCID 86700439, compound

https://huagongshe.com/reaction/879630

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantMethyl (S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-(tert-butoxy)acetateHCID 86699809—
ReactantHCID 86700440HCID 86700440—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventSodium FluorideHCID 5235—
SolventEthyl AcetateHCID 8857—
ProductHCID 86700439HCID 86700439—

Reaction Conditions

Temperature110 °C

Reaction Steps

A 5 mL microwave reaction tube was charged with 2-(4-isopropylpiperazin-1-yl)-4-(tributylstannyl)thiazole (33 mg, 0.066 mmol), (S)-methyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (40 mg, 1.2 eq.), Pd(PPh3)4 (15 mg, 15 mol %), CuI (5 mg, 30 mol %) and dioxane (1 mL). The reaction was heated to 110° C. in oil bath for 1 hour. Reaction mixture was diluted with ethyl acetate and saturated NaF aqueous solution was added and stirred for 30 minutes. Extracted with ethyl acetate and the organic layer was concentrated and purified via Combiflash (0-100% ethyl acetate in hexane) to give desired compound. LCMS-ESI+: calc'd for C31H38ClN4O3S2: 613.2 (M+H+); Found: 613.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-b57e5172bcc942a3ac4de5c0f4802338
Source noteuspto-grants-2015_03