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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879478Generated: October 30, 2026

Potassium Carbonate → HCID 86700293, compound

https://huagongshe.com/reaction/879478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant(2,6-Dichloropyridin-4-yl)boronic acidHCID 46739131—
Reactant(S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetateHCID 86700141—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 86700293HCID 86700293—

Reaction Conditions

Temperature100 °C

Reaction Steps

A microwave tube was charged with Pd(PPh3)4 (4 mg), (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (25 mg), the 2,6-dichloropyridin-4-ylboronic acid (10 mg), dioxane (250 μL) and 2M aq K2CO3 (100 μL). The vessel was sealed and heated to 100° C. overnight. At 16 h, the reaction had only reached ˜60% conversion. The reaction was cooled to 23° C., diluted with absolute EtOH (1.5 mL) and H2O (500 μL), and was purified by reverse phase HPLC, eluting by 5-100% acetonitrile in H2O with 0.1% TFA to give the desired product. LCMS-ESI+: calc'd for C27H25Cl3N2O3S: 563.1, 565.1, 567.1 (M+H+); Found: 563.1, 565.0, 567.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-69c6459f15c74ee9bb4983d28c0d2cfa
Source noteuspto-grants-2015_03