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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430588Generated: November 2, 2026

Bromobenzene → HCID 71523658, compound

https://huagongshe.com/reaction/1430588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantTriethylamineHCID 8471—
ReactantHCID 86731571HCID 86731571—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 71523658HCID 71523658—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of (2-ethynylpiperidin-1-yl)[5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone (25 mg, 0.085 mmol), bromobenzene (25 mg, 0.15 mmol), CuI (4.9 mg, 0.025 mmol), and triethylamine (0.15 mL, 1.1 mmol) in DMF (0.5 mL) was purged subsurface with nitrogen. Palladium tetrakis (9.8 mg, 0.0085 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 371.1872, calculated for M+H+ [C23H22N4O: 371.1866].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940898B2
Source datasetuspto-grants-2015_01
ORD IDord-44e01fca5fb542d5949f5482f598664c
Source noteuspto-grants-2015_01