Triethylamine → HCID 72203858, compound

Participants

Reaction Steps

To a solution of 3-[5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-phenyl)-1-isopropyl-4-oxo-1,4,5,6-tetrahydro-pyrrolo[3,4-b]pyrrol-2-yl]-4-methoxy-benzoic acid (Example 35) (0.147 mmol) in DMF (1 mL), were added 2-methanesulfonyl-ethylamine [49773-20-8] (0.183 mmol), EDC.HCl (0.183 mmol), HOBT.H2O (0.109 mmol) and Et3N (0.513 mmol) and the mixture was stirred at rt for 30 h. The mixture was diluted with H2O and extracted with CH2Cl2 (3×). The combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a white solid. tR: 4.84 min (HPLC 1); ESI-MS: tR=1.19 min, [M+H]+ 654/656/658 (LC-MS 1); TLC: Rf=0.22 (95:5 CH2Cl2/MeOH); 1H-NMR (d6-DMSO, 600 MHz): 8.69 (m, 1H), 7.96 (m, 1H), 7.82 (s, 1H), 7.79 (s, 1H), 7.38 (m, 2H), 7.25 (m, 2H), 7.22 (d, 1H), 7.15 (m, 1H), 7.10 (m, 1H), 6.52 (s, 1H), 6.26 (s, 1H), 3.92 (m, 1H), 3.82 (s, 3H), 3.64 (m, 2H), 3.36 (m, 2H), 3.02 (s, 3H), 1.93 (s, 3H), 1.31 (m, 3H), 0.45 (m, 3H).

Provenance & Evidence