Ammonium formate → (4-Isopropoxy-3-methyl-phenyl)-[10-(1-methylimidazol-2-yl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]methanone

Participants

Reaction Conditions

Reaction Steps

To a solution of [8-benzyl-10-(1-methylimidazol-2-yl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]-(4-isopropoxy-3-methyl-phenyl)methanone (50 mg, 0.10 mmol) in EtOH (500 μL) was added Pd(OH)2 (6.98 mg, 0.01 mmol) and ammonium formate (29 mg, 0.46 mmol) and the reaction mixture was heated at 65° C. for 1.5 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, filtered and washed with sat. aq. NaHCO3 (pH 10)/brine. The aqueous was extracted further with ethyl acetate. The combined organics were dried over Na2SO4, filtered and concentrated in vacuo to give (4-isopropoxy-3-methyl-phenyl)-[10-(1-methylimidazol-2-yl)-11-oxa-3,8-diazaspiro[5.5]undecan-3-yl]methanone (38 mg, 94%) as a clear colorless oil. ESI-MS m/z calc. 412.2. found 413.3 (M+1)+; Retention time: 1.16 minutes (3 min run).

Provenance & Evidence