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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219025Generated: October 30, 2026

Phosphate → N-(3-{[({3-[(2-[(6-({(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy}ethoxy)methyl]phenyl}amino)carbonyl]amino)-phenyl)pyridine-3-carboxamide

https://huagongshe.com/reaction/219025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantPotassium trimethylsilanolateHCID 23668039—
ReactantN-{3-[({[3-({2-({6-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy}methyl)phenyl]amino}carbonyl)amino]-phenyl}pyridine-3-carboxamideHCID 66845055—
SolventTetrahydrofuranHCID 8028—
ProductN-(3-{[({3-[(2-[(6-({(2R)-2-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy}ethoxy)methyl]phenyl}amino)carbonyl]amino)-phenyl)pyridine-3-carboxamideHCID 6684485954.1%

Reaction Steps

A solution of N-{3-[({[3-({2-({6-[(5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy}methyl)phenyl]amino}carbonyl)-amino]phenyl}pyridine-3-carboxamide (0.209 g) in anhydrous THF (10 ml) was treated under nitrogen at 20° with potassium trimethylsilanolate (0.217 g). The mixture was heated to 65° for 2.5 h before cooling to room temperature. Phosphate buffer (pH 6.5, 25 ml) was added and the product extracted with EtOAc (3×20 ml). Solvent evaporation in vacuo gave a residue that was purified by SPE. Elution with dichloromethane-EtOH-ammonia (100:8:1 then 50:8:1) followed by solvent evaporation in vacuo gave the title compound (0.109 g). LCMS RT=2.86 min, ES+ve 712 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198483B2
Source datasetuspto-grants-2012_06
ORD IDord-f72805aed28f497f8b495bc00575d2dc
Source noteuspto-grants-2012_06