Sodium Hydroxide → HCID 22285787, compound

Participants

Reaction Steps

To a solution 150 mg (0.34 m mol) of 2-(4-acetyloxylphenyl)-3-(4-methylsulfonylphenyl)-5-chloroindole prepared in Example 94 in 10 ml of THF was added the solution of 20 mg of NaOH in 10 ml of 95% ethanol. The reaction mixture was stirred at room temperature for 4 h, and the solvent was removed. To the residue 10 ml of 0.5N HCl was added and the resulting precipiptate was filtered off, washed with water, dried, recrystallized from 95% ethanol to afford 123 mg of the title compound as white needle crystal, yield 90.7%, m.p. 271-273° C. Analysis via Nuclear Magnetic Resonance provided the following information: 1HNMR (300 MHz, DMSO)δ:3.23 (s, 3H, SO2CH3), 6.78-7.92 (m, 11H, Ar—H), 9.78 (s, 1H, OH), 11.83 (s, 1H, N—H); Anal. Calcd for: C21H16NO3SCl: C 63.39, H 4.05, N 3.52; Found: C 63.31, H 4.24, N 3.51.

Provenance & Evidence