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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399751Generated: October 30, 2026

Aniline → HCID 66955518, compound

https://huagongshe.com/reaction/1399751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantMethyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoateHCID 86665647—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66955518HCID 6695551849.6%

Reaction Steps

Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (100 mg; 0.300 mmol), aniline (0.033 mL; 0.361 mmol), palladium acetate (2 mg, 0.009 mmol) and xantphos (10 mg; 0.018 mmol) were placed in a 2 mL reaction tube and dissolved in dioxane (1 mL), the tube was purged with argon, sealed and irradiated in a microwave oven at 160° C. for 15 min. The reaction mixture was partitioned between a saturated sodium chloride solution and dichloromethane, filtered over a phase separator filter (1PS) and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel using a linear gradient of ethylacetate (5-40%) in heptane to yield 58 mg (39%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-93824eed90ec456fbc8726b622305bd5
Source noteuspto-grants-2014_12