Chlorosuccinimide → 2-(9-Chloro-7-(3-cyano-4-isopropoxybenzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic Acid

Participants

Reaction Conditions

Reaction Steps

2-(7-(3-Cyano-4-isopropoxybenzyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic Acid (50 mg, 0.124 mmol) was dissolved in DCM (1 mL) and cooled to 0° C. NCS (16.51 mg, 0.124 mmol) was added and the reaction was stirred at 0° C. for 15 min in a 20 mL sealed scintillation vial. The mixture was diluted with DCM and washed with water (2×10 mL), Na2S2O3 (aq) (2×10 mL), dried over MgSO4, and filtered by vacuum filtration through a glass fiber paper. The solvent was removed under reduced pressure to give the title compound (50.1 mg) as a yellow solid. LCMS m/z=439.3 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δppm 1.32 (d, J=6.06 Hz, 6H), 2.24-2.35 (m, 1H), 2.52-2.59 (m, 1H), 2.77-2.87 (m, 1H), 2.94 (dd, J=16.29, 4.04 Hz, 1H), 3.64-3.73 (m 1H), 3.96-4.07 (m, 1H), 4.10-4.20 (m, 1H), 4.79 (dt, J=12.09, 6.02 Hz, 1H), 5.07 (s, 2H), 6.86 (dd, J=8.72, 2.40 Hz, 1H), 6.96 (d, J=2.27 Hz, 1H), 7.29 (dd, J=8.84, 3.79 Hz, 2H), 7.72 (dd, J=8.78, 2.21 Hz, 1H), 7.79 (d, J=2.15 Hz, 1H), 12.35 (s, 1H).

Provenance & Evidence