p-(Trifluoromethoxy)benzenesulphonyl chloride → N-{[1-methyl-3-phenyl-5-({[4-(trifluoromethoxy)phenyl]sulfonyl}amino)-1H-indol-2-yl]carbonyl}-L-leucine

Participants

Reaction Steps

The title compound was prepared from methyl N-[(5-amino-1-methyl-3-phenyl-1H-indol-2-yl)carbonyl]-L-leucinate and 4-trifluoromethoxybenzenesulfonyl chloride followed the procedure of Example 1 Step 3 as a brown solid: 1H NMR (DMSO-d6) δ 0.79 (d, J=6.3 Hz, 3H, 0.80 (d, J=6.3 Hz, 3H, 1.35-1.60 (m, 3H, 3.75 (s, 3H, 4.25-4.35 (m, 1H, 7.03 (dd, J=8.8, 2.0 Hz, 1H, 7.24 (d, J=1.4 Hz, 1H, 7.25-7.40 (m, 5H, 7.47 (d, J=8.9 Hz, 1H, 7.55 (d, J=7.9 Hz, 2H, 7.77 (d, J=7.9 Hz, 2H, 8.77 (d, J=7.9 Hz, 1H, 9.99 (s, 1H, 12.64 (br s, 1H; MS (ESI) m/z 604 (MH+), MS (ESI) m/z 602 [M-H]−; HRMS calcd for C29H29F3N3O6S: 604.1727; found (ESI+): 604.1716; Anal. calcd for C29H28F3N3O6S.0.4H2O: C, 57.02; H, 4.75; N, 6.96. Found: C, 56.70; H, 4.75; N, 6.94.

Provenance & Evidence