Diisopropylethylamine → HCID 25065231, compound

Participants

Reaction Steps

(±)-2-(6-Methyl-2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)acetic acid (0.071 mmol), 2-adamantyl isocyanate (14 mg, 1 equiv) and i-Pr2NEt (37 μL, 3 equiv.) were dissolved in CH2Cl2 (3 mL) and put on a shaker for 1 h at rt. The mixture was diluted with EtOAc (10 mL), washed with 3% aq HCl (2×4 mL), concentrated and purified by preparative HPLC to afford (±)-2-(1′-((2-adamantyl)carbamoyl)-6-methyl-2,3-dihydrospiro[indene-1,4′-piperidine]-3-yl)acetic acid (20.4 mg, 66% yield). LC-MS Method 1 tR=1.93 min, m/z=437; 1H NMR (CDCl3) 7.05 (q, 2H), 6.96 (s, 1H), 4.94 (br s, 1H), 3.98 (s, 2H), 3.89 (d, 1H), 3.59 (m, 1H), 3.10-2.93 (m, 3H), 2.63 (dd, 1H), 2.43 (dd, 1H), 2.33 (s, 3H), 2.09 (td, 1H).

Provenance & Evidence