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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428122Generated: November 2, 2026

Ammonium Chloride → HCID 86700075, compound

https://huagongshe.com/reaction/1428122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantCesium fluorideHCID 25953—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
Reactant3-Iodo-4-methoxypyridin-2-amineHCID 24229206—
CatalystHCID 178418807HCID 178418807—
SolventMethanolHCID 887—
ProductHCID 86700075HCID 8670007581.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Iodo-4-methoxypyridin-2-amine (350 mg), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (322 mg), [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride-dichloromethane adduct (81 mg) and cesium fluoride (580 mg) were suspended in methanol (5.0 ml), and the suspension was heated under reflux at 80° C. for 19 hours. After leaving to cool, a saturated aqueous ammonium chloride solution was added, and the organic layer was extracted with ethyl acetate and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [ethyl acetate:dichloromethane:methanol=5:5:1 (v/v)] to give 245 mg of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933103B2
Source datasetuspto-grants-2015_01
ORD IDord-8c244f861e66497b9fc123d87b1078ba
Source noteuspto-grants-2015_01