Diisopropylethylamine → HCID 49804147, Verbindung

Beteiligte Stoffe

Reaktionsschritte

To a solution of 7.8 g (1.0 eq.) (R)-1-(2,3-dihydro-1H-inden-1-yl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid in 100 ml DMF was added DIEA (10 ml, 2.5 eq.), HBTU (13.8 g, 1.2 eq.) and 4-amine-pyridin (3.45 g, 1.2 eq.). The resulting mixture was stirred at rt. overnight. The reaction was diluted with 300 ml water. The precipitate was collected by filtration, and washed with 2×50 ml water. The solid was purified on short flash column in silica gel to provide white solid 8.1 g (80%) (R)-1-(2,3-dihydro-1H-inden-1-yl)-2-oxo-N-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxamide. Retention time (min)=2.592, method [7], MS (ESI) 332.1 (M+H); 1H NMR (300 MHz, DMSO-d6) δ 12.99 (s, 1H), 8.72 (d, 2H), 8.49 (d, 1H), 8.19 (d, 2H), 7.68 (d, 1H), 7.36 (m, 2H), 7.33 (m, 1H), 7.24 (m, 1H), 7.15 (d, 1H), 6.61 (t, 1H), 6.49-6.52 (m, 1H), 3.03-3.16 (m, 1H), 2.71-2.98 (m, 1H), 2.66-2.69 (m, 1H), 2.06-2.14 (m, 1H).

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