Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365477Generated: October 30, 2026

Phenylacetylene → HCID 13412744, compound

https://huagongshe.com/reaction/365477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
Reactant2-Amino-6-bromopyridineHCID 300809—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventTriethylamineHCID 8471—
ProductHCID 13412744HCID 13412744—

Reaction Steps

A solution of 2-amino-6-bromopyridine (200 mg, 1.16 mmol), 1-phenylacetylene (142 mg, 1.39 mmol), bis(triphenylphosphine) palladium (II) chloride (14 mg, 0.02 mmol), and CuI (2 mg, 0.01 mmol) in 2 mL triethylamine was stirred at 60° C. in a sealed tube for 18 hours. The reaction was cooled and concentrated in vacuo to a dark oil. The oil was purified by gravity column chromatography over silica gel with 2% methanol/chloroform to give the desired product as a brown oil. 400 Mhz H1NMR (CDCl3): 4.57(br s, 2H), 6.49(d, 1H), 6.93(d, 1H), 7.38(m, 3H), 7.41(t, 1H), 7.58(d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127390
Source datasetuspto-grants-2000_10
ORD IDord-899ff3fe962441bb9f3122682a229c07
Source noteuspto-grants-2000_10