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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491209Generated: October 30, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → HCID 57516492, compound

https://huagongshe.com/reaction/491209

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant1-Bromo-3,5-dimethoxybenzeneHCID 639187—
Reactant2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
ReactantPotassium tert-butoxideHCID 23665647—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57516492HCID 5751649233%

Reaction Steps

A mixture of 1-bromo-3,5-dimethoxybenzene (436 mg, 2.01 mmol), 2-chloro-5-methyl-pyrimidin-4-ylamine (287 mg, 2.00 mmol), Pd(OAc)2 (44 mg, 0.20 mmol), Xantphos (237 mg, 0.41 mmol) and potassium tert-butoxide (448 mg, 3.99 mmol) in dioxane (15 mL) and DMF (5 mL) was microwaved at 160° C. for 20 min. The reaction mixture was cooled to room temperature and filtered rinsing with DCM and methanol. The filtrate was concentrated and purified using gradient flash chromatography (0-100% ethyl acetate in hexanes) to afford the title compound as a yellow solid (182 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528143B2
Source datasetuspto-grants-2009_05
ORD IDord-41f213aa498747e5b898fe0ec8639022
Source noteuspto-grants-2009_05