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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855421Generated: October 28, 2026

Dichloromethane → HCID 44193180, compound

https://huagongshe.com/reaction/1855421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant3-methoxy-4-(4-methyl-1H-imidazol-1-yl)anilineHCID 45480181—
ReactantHCID 62477123HCID 62477123—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 44193180HCID 44193180—

Reaction Conditions

Temperature20 °C

Reaction Steps

Palladium acetate (7 mg, 0.03 mmol) and 2-(dicyclohexylphosphino)biphenyl (22 mg, 0.06 mmol) were dissolved in 2.5 mL of dioxane and stirred at 20° C. under argon for 10 minutes. Sodium tert-butylate (57 mg, 0.59 mmol) was added, followed by 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (80 mg, 0.39 mmol) and 2-chloro-4-(4-fluoro-phenoxy)-6-methyl-pyrimidine (115 mg, 0.48 mmol). The resulting mixture was heated in the microwave oven for 20 minutes at 200° C. Dichloromethane was added, insoluble material filtered off and the resulting solution purified by chromatography on silica gel using ethyl acetate as a solvent. The title compound was isolated as a yellow solid (50 mg, 31%). MS ISP (m/e): 406.3 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.58 (d, 1H), 7.46 (d, 1H), 7.17 (s, 1H), 7.15-7.05 (m, 4H), 7.04 (d, 1H), 6.91 (dxd, 1H), 6.80 (s, 1H), 6.23 (s, 1H), 3.62 (s, 1H), 2.40 (s, 3H), 2.28 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962834B2
Source datasetuspto-grants-2015_02
ORD IDord-a75fcc815dc84aa394311b89d9a9ab06
Source noteuspto-grants-2015_02