Nitrogen → HCID 67951737, compound

Participants

Reaction Steps

1,1-Dimethylethyl 4-[7-({[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]amino}carbonyl)-1-methyl-3-(1-methylethyl)-1H-indol-5-yl]-3,6-dihydro-1(2H)-pyridinecarboxylate (0.27 g, 0.507 mmol) was dissolved in ethanol (10 mL) and placed in a funnel under a N2 stream for 10 min. Palladium on carbon (0.081 g, 0.076 mmol) was added and the reaction placed alternatingly under N2 and H2 via a 3-way valve. Switched atmosphere to hydrogen (balloon) and stirred at RT overnight. Placed reaction back under N2, diluted with DCM, and added Celite. The mixture was stirred for 5 min, then filtered through analytical grade Celite and washed with 10% MeOH. Solvent was removed in vacuo giving a residue that was dried on hi-vacuum for 1 h to give 1,1-dimethylethyl 4-[7-({[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]amino}carbonyl)-1-methyl-3-(1-methylethyl)-1H-indol-5-yl]-1-piperidinecarboxylate (0.28 g, 0.524 mmol, 103% yield). MS (ES) [M+H]+ 535.0.

Provenance & Evidence