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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433287Generated: November 2, 2026

Ammonium formate → Ammonia

https://huagongshe.com/reaction/1433287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantN-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamideHCID 57933228—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
ProductAmmoniaHCID 222—
ProductN-(5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}-2-hydroxyphenyl)methanesulfonamideHCID 57933180—

Reaction Conditions

Temperature70 °C

Reaction Steps

N-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamide (Preparation 54, 90 mg, 0.10 mmol), ammonium formate (130 mg, 2.0 mmol) and 20% palladium hydroxide on carbon (20 mg) were mixed in ethanol (3 ml) and heated to 70° C. overnight. Reaction mixture was then cooled and filtered. The filtrate was collected and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (98/2/0.2 to 91/9/0.9 by volume) to furnish the title compound as a gum to furnish the title compound as a glass, 82 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612084B2
Source datasetuspto-grants-2009_11
ORD IDord-eab389c8f2e04083a89566dad26bf607
Source noteuspto-grants-2009_11