Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857106Generated: October 27, 2026

3-(3-{4-[(6-Bromohexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dione → Ammonia

https://huagongshe.com/reaction/857106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(3-{4-[(6-Bromohexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dioneHCID 21867075—
Reactant3-(3-{4-[(6-Iodohexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dioneHCID 21867089—
Reactant(1R)-2-Amino-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-YL)ethanolHCID 56600231—
SolventDimethylformamideHCID 6228—
ProductAmmoniaHCID 222—
Product3-(3-{4-[(6-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dioneHCID 69344883—

Reaction Conditions

Temperature20 °C

Reaction Steps

A mixture of 3-(3-{4-[(6-bromohexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dione and 3-(3-{4-[(6-iodohexyl)oxy]but-1-ynyl}phenyl)imidazolidine-2,4-dione (760 mg, 22:3), (1R)-2-amino-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol (800 mg) in DMF (5 ml) was stirred at 20° C. for 22 h. The solvent was removed under reduced pressure and the residue was diluted with EtOAc and washed with water, brine and dried (MgSO4). The solution was concentrated and purified by chromatography on Biotage (40 g) eluting with dichloromethane:MeOH:1M ammonia in methanol (98:1:1 to 95:4:1) to give the title compound (368 mg) LCMS RT=2.59 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144908B2
Source datasetuspto-grants-2006_12
ORD IDord-ce390b7fc52c4b559a61252127f33ef6
Source noteuspto-grants-2006_12