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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644214Generated: November 1, 2026

Triphenylphosphine → N-(5-Chloropyridin-2-yl)-2-[2-(1,4-dioxaspiro[4.5]dec-8-yloxy)-4-isopropyl-benzoylamino]benzamide

https://huagongshe.com/reaction/644214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-[2-Hydroxy-4-isopropylbenzoylamino]-N-(5-chloropyridin-2-yl)benzamideHCID 68532937—
Reactant4-Hydroxycyclohexanone-1,1-ethylene ketalHCID 86634205—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductN-(5-Chloropyridin-2-yl)-2-[2-(1,4-dioxaspiro[4.5]dec-8-yloxy)-4-isopropyl-benzoylamino]benzamideHCID 68535594—

Reaction Steps

4-Hydroxycyclohexanone-1,1-ethylene ketal (0.63 g, 4 mmol), 2-[4-isopropyl-2-hydroxybenzoylamino]-N-(5-chloropyridin-2-yl)benzamide (1.64 g, 4 mmol), triphenyl-phosphine (1.05 g, 4 mmol), and dry DMF (2 mL) were sonicated for 5 min at room temperature. DIAD (0.8 mL, 4 mmol) was added and sonication was continued for 1 h. Ether (40 mL) was added and the solution was chilled overnight in the freezer to crystallize triphenylphosphine oxide. The crystals were filtered, washed with a little ether, and the combined filtrates were evaporated to dryness to give a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700628B2
Source datasetuspto-grants-2010_04
ORD IDord-b9f22882edd84b7f8dc364acfd1a4f4b
Source noteuspto-grants-2010_04