1,2-Dichloroethane → HCID 86761384, compound

Participants

Reaction Conditions

Reaction Steps

To a solution (7 mM) of (7S)-7-[(1-{2-[(aminosulfonyl)(methyl)amino]ethyl}pyrrolidin-2-yl)methoxy]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid in DCM, DMAP (5 eq) and EDC (2 eq) were added and the resulting mixture heated at 40° C. for 2 h and then at RT over night. Volatiles were eliminated in vacuo and the residue redissolved in DMSO. Purification was by RP-HPLC (stationary phase: column Waters XTERRA prep. C18, 5 um, 19×100 mm) eluting with MeCN/TFA buffered with 0.1% TFA gradient. Fractions containing the product were combined and freeze dried to afford the product as a white powder (34%) as a mixture of isomers. 1H NMR (600 MHz, DMSO-d6+TFA, 320 K) δ 1.15-2.02 (m, 14H), 2.68-2.70 (m, 1H), 2.94-3.08 (m, 3H), 3.14-4.11 (m, 1H), 4.32-4.61 (m, 2H), 4.81-4.90 (m, 1H), 7.16-7.39 (m, 2H), 7.40-7.49 (m, 1H), 7.50-7.57 (m, 2H), 7.85-7.94 (m, 1H), 8.13-8.43 (m, 1H); (ES+) m/z 593 (M+H)+.

Provenance & Evidence