Reaktion #160195

Reaktionsgleichung

(4-isopropoxy-3-methyl-phenyl)-(8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone

acetone

sodium triacetoxyborohydride

DCE

→

(4-isopropoxy-3-methyl-phenyl)-(10-isopropyl-8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone hydrochloride salt

Ausbeute 36.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated in vacuo
2. 2
   workup.ADDITIONdiluted with methanol
3. 3
   Sonstigemicrofiltered and purified by preparative LCMS (1-99% ACN/H2O, 5 mM HCl modifier)

Vorschrift

To (4-isopropoxy-3-methyl-phenyl)-(8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone (30 mg, 0.07 mmol) and acetone (130 μL, 1.77 mmol) in DCE (0.5 mL) was added sodium triacetoxyborohydride (50 mg, 0.24 mmol) and the reaction mixture was stirred for 5 hours. The reaction mixture was concentrated in vacuo, diluted with methanol, microfiltered and purified by preparative LCMS (1-99% ACN/H2O, 5 mM HCl modifier) to give (4-isopropoxy-3-methyl-phenyl)-(10-isopropyl-8-phenyl-7-oxa-3,10-diazaspiro[5.5]undecan-3-yl)methanone hydrochloride salt (13 mg, 36%) as a glassy solid. ESI-MS m/z calc. 450.2. Found 451.5 (M+1)+; Retention time: 1.38 minutes (3 min run).

Quelle