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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029127Generated: November 2, 2026

2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 58168170, compound

https://huagongshe.com/reaction/1029127

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 11264133HCID 11264133—
ReactantSodium t-butoxideHCID 23676156—
Reactant1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-oneHCID 58168008—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
SolventWater ethylacetateHCID 22728543—
ProductHCID 58168170HCID 581681703%

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound 83 (100 mg, 0.43 mmol), 5-amino-2,4-difluoro-N-methoxy-benzamide (124 mg, 0.52 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), X-Phos (21 mg, 0.04 mmol), and NaOtBu (125 mg, 1.30 mmol) were suspended in dioxane (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with EtOAc/H2O, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was purified via Biotage eluting with a gradient of 0 to 10% MeOH in DCM to provide 158 (5 mg, 3% yield) as a white solid. LC-MS (M+H=397, obsd.=397).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-37deb584bcd64f4f8616ae47101685d8
Source noteuspto-grants-2014_05