Lithium Hydroxide → HCID 57635973, compound

Participants

Reaction Steps

A mixture of methyl 4-(4-(3-bromo-4-chlorophenyl)-cis-2,6-dimethylpiperazin-1-ylsulfonyl)-2,3-dihydro-1H-indene-2(R,S)-carboxylate (194 mg, 0.36 mmol), 1N LiOH (2 mL), tetrahydrofuran (8 mL), and methanol (2 mL) was stirred at rt for 2 h. The reaction was poured into 1N HCl (40 mL) and extracted with ethyl acetate (40 mL×2). The combined organic extracts were dried, filtered, and concentrated to give 4-(4-(3-bromo-4-chlorophenyl)-cis-2,6-dimethylpiperazin-1-ylsulfonyl)-2,3-dihydro-1H-indene-2-carboxylic acid: 1H NMR (400 MHz, DMSO-d6): δ 12.30 (br s, 1H), 7.63 (d, 1H), 7.49 (d, 1H), 7.37-7.31 (m, 2H), 7.16 (d, 1H), 6.88 (dd, 1H), 4.04-3.97 (m, 1H), 3.95-3.87 (m, 1H), 3.52-3.44 (m, 2H), 3.40-3.28 (m, 3H), 3.24-3.10 (m, 2H), 2.75-2.64 (m, 2H), 1.35 (d, 6H); MS (ESI): 527.3 (M+H).

Provenance & Evidence