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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430591Generated: October 31, 2026

Bromobenzene → HCID 71522465, compound

https://huagongshe.com/reaction/1430591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantTriethylamineHCID 8471—
ReactantHCID 86731572HCID 86731572—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 71522465HCID 71522465—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of (2-ethynylpiperidin-1-yl)(2-methyl-5-phenyl-1,3-thiazol-4-yl)methanone (25 mg, 0.081 mmol), bromobenzene (23 mg, 0.15 mmol), CuI (4.6 mg, 0.024 mmol), and triethylamine (0.15 mL, 1.1 mmol) in DMF (0.5 mL) was purged subsurface with nitrogen. Palladium tetrakis (9.3 mg, 0.0081 mmol) was added and the reaction was heated at 90° C. overnight. The reaction was stirred over excess Quadrapure TU overnight, then filtered and dried. The residue was subjected to purification via reverse phase HPLC to provide the title compound which gave a high resolution mass spectrum (ES+) m/z of 387.1527, calculated for M+H+ [C24H22N2OS: 387.1526].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940898B2
Source datasetuspto-grants-2015_01
ORD IDord-4183836fccd84df484f0f59a85ae7e60
Source noteuspto-grants-2015_01