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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942907Generated: October 31, 2026

Triethylamine → HCID 68586091, compound

https://huagongshe.com/reaction/1942907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amineHCID 86640783—
CatalystHCID 86640788HCID 86640788—
SolventMethanolHCID 887—
ProductHCID 68586091HCID 6858609155%

Reaction Steps

A solution of (4-chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (0.35 g, 1.0 mmol) in a mixture of 7 ml methanol and 3.5 ml ethyl acetate was treated with triethylamine (0.21 ml, 1.5 mmol) and tris(dibenzylideneacetone) dipalladium dichloromethane-complex (70 mg, 0.09 mmol). The mixture was transferred to an autoclave, flushed with carbon monoxide and hold 20 hours at 80° C. under a pressure of 5 bar of carbon monoxide. After cooling and evacuating the carbon monoxide, the mixture was concentrated to about 2 ml and diluted again with a mixture of ethyl acetate/methanol 9:1 v/v. The title compound precipitated as an intensely yellow solid after cooling in the refrigerator for 17 hours. Yield=55%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389717B2
Source datasetuspto-grants-2013_03
ORD IDord-654a6ce1a6694cbfb7aa0244c2e09420
Source noteuspto-grants-2013_03