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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942677Generated: November 2, 2026

Potassium Phosphate, Tribasic → HCID 66981792, compound

https://huagongshe.com/reaction/1942677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPyridine, 5-(3-bromo-1,2,4-thiadiazol-5-yl)-3-chloro-2-(1-methylethoxy)-HCID 58494110—
Reactant2-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 66981776—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 66981792HCID 66981792123.6%

Reaction Steps

5-(3-bromo-1,2,4-thiadiazol-5-yl)-3-chloro-2-[(1-methylethyl)oxy]pyridine (D109) (1.3 g, 3.89 mmol), 2-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.239 g, 7.77 mmol), tripotassium phosphate (2.474 g, 11.66 mmol) and Pd(Ph3P)4 (0.449 g, 0.389 mmol) in N,N-Dimethylformamide (DMF) (5 mL) and Water (5.00 mL) were heated by Biotage Initiator to 120° C. for 30 min. The reaction solution was concentrated and the slurry was diluted with ethyl acetate, washed with water, dried and purified by ISCO column chromatography to afford 3-chloro-5-(3-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,2,4-thiadiazol-5-yl)-2-[(1-methylethyl)oxy]pyridine (D110) (2 g). MS (ES): C21H22ClN3O2S requires 415.1. found 416.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-545b330fd2f045189feb893dfaf050b5
Source noteuspto-grants-2013_03