Ammonia → HCID 11648720, compound

Participants

Reaction Conditions

Reaction Steps

1′-(3 -Aminopropyl)-5′-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}spiro[1,3-dioxane-2,3′-indol]-2′(1′H)-one (0.98 g, 1.95 mmol) was taken up in 2M EtOH.NH3 (100 mL) poured into a steel pressure bottle and heated at 135° C. for 20.5 hr. The mixture was cooled to room temperature and concentrated. The residue was washed with H2O (3×), brine (2×), dried over MgSO4, and filtered. The filtrate was flash chromatographed (Biotage KP silica gel, CH2Cl2/CH3OH/NH4OH (98.5/1.0/0.5)) to give the title compound as a white solid (0.73 g, 77% yield). NMR (400 MHz, DMSO-d6): consistent. MS: (APCI+) m/z 483 [M+H]. Opt. Rotation: −169.0 (calculated) at 25° C. in CHCl3 (1% concentration) at 589 nM.

Provenance & Evidence