Diisopropylethylamine → HCID 71543395, compound

Participants

Reaction Steps

In a 10 mL pear-shaped flask, (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid (8.35 mg, 47.7 μmol) was combined with DMF (1 ml) (1 ml) to give a colorless solution. HATU (14.5 mg, 38.1 μmol) was added and stirred for 10 min. methyl (4S,7S)-6,10-dioxo-4-(5-(4-(6-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)quinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)octahydro-1H-pyridazino[1,2-a][1,2]diazepin-7-ylcarbamate (21 mg, 31.8 μmol) in 2 ml of DMF and DIPEA (20.5 mg, 27.8 μl, 159 μmol) were added and stirred at room temperature for 1 hr. It was diluted with brine and H2O (10 ml each) and the precipitate was filtered, washed with H2O and hexane, dried on high vacuum at 46° C. to afford ((4S,7S)-4-{5-[4-(6-{2-[(S)-1-((S)-2-Methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-quinoxalin-2-yl)-phenyl]-1H-imidazol-2-yl}-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepin-7-yl)-carbamic acid methyl ester as a light brownish solid (15 mg, 53.1%). ESI-LRMS m/e calcd for C42H47N11O7, [M+] 817. found 818 [M+H]. 1H NMR (DMSO-d6) δ: 12.34 (br. s., 1H), 12.02 (br. s., 1H), 9.29-9.68 (m, 1H), 8.21-8.52 (m, 4H), 7.71-8.11 (m, 5H), 7.15-7.60 (m, 2H), 5.83 (br. s., 1H), 5.12 (br. s., 1H), 4.46 (br. s., 3H), 4.09 (br. s., 1H), 3.85 (br. s., 3H), 3.56 (d, J=7.5 Hz, 6H), 2.90 (br. s., 3H), 1.56-2.39 (m, 8H), 0.76-1.06 (m, 6H).

Provenance & Evidence