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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869643Generated: October 29, 2026

2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl → HCID 11596087, compound

https://huagongshe.com/reaction/1869643

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
ReactantSodium t-butoxideHCID 23676156—
Reactant5-Bromo-2-(trifluoromethyl)pyrimidineHCID 33697963—
Reactant1-Cyclobutyl-4-(4-piperidinylmethyl)piperidineHCID 68886796—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11596087HCID 1159608736.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

1-Cyclobutyl-4-(4-piperidinylmethyl)piperidine (may be prepared as described in Description 6) (0.15 g), 5-bromo-2-trifluoromethylpyrimidine (may be prepared as described in F. Cottet and M. Schlosser, Eur. J. Org. Chem., 2002, 327) (0.129 g), tris(dibenzylidineacetone)dipalladium(0) (0.053 g), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.088 g) and sodium tert-butoxide (0.092 g) were added to dioxane (2 ml) and heated at 120° C. for 14 min in the microwave reactor. The crude reaction mixture was passed through an SCX column (10 g, eluting with methanol [80 ml ] then 2 N NH3 in methanol [80 ml]). Chromatography (silica gel, eluting with methanol/dichloromethane, 0-20%) afforded the title compound (E35) (0.08 g). MS electrospray (+ion) 383 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638631B2
Source datasetuspto-grants-2009_12
ORD IDord-0bef381441e842e4b75435676a34ef6a
Source noteuspto-grants-2009_12