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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1813967Generated: November 3, 2026

Triethylamine → HCID 11256899, compound

https://huagongshe.com/reaction/1813967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 22504957HCID 22504957—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 11256899HCID 1125689972%

Reaction Steps

A mixture of 2-chloro-6-(5-chloro-2-methoxy-phenyl)-pyridin-4-yl-amine (715 mg, 2.65 mmol), p-tolylboronic acid (722 mg, 5.3 mmol), copper (II) acetate (962 mg, 5.3 mmol), triethylamine (1.5 ml, 10.6 mmol) and molecular sieves (4 angstrom) in dichloromethane (40 ml) was stirred under oxygen atmosphere for 60 hours. The mixture was filtered through a pad of celite under suction. The filtrate was purified by flash chromatography eluting with ethyl acetate-hexane (1:3 followed by 2:5) to provide the title compound (680 mg, 72% yield). 1H NMR (DMSO-d6) δ 2.32 (s, 3H, CH3), 3.91 (s, 3H, CH3), 6.73 (d, 1H, J=1.9 Hz, Ar), 7.14 (d, 2H, J=8.4 Hz, Ar), 7.18 (d, 1H, J=8.9 Hz, Ar), 7.22 (d, 2H, J=8.2 Hz, Ar), 7.44-7.48 (m, 2H, Ar), 7.75 (d, 1H, J=2.8 Hz, Ar), 9.1 (s, 1H, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875781B2
Source datasetuspto-grants-2005_04
ORD IDord-0224576e71a3495a8cf4f42977e2e8be
Source noteuspto-grants-2005_04