Sodium Hydroxide → HCID 54767838, compound

Participants

Reaction Conditions

Reaction Steps

2-Amino-3-[5-(4-phenoxyphenyl)-1H-indol-3-yl]propionic acid (9) was prepared as follows: NaOH (2N aqueous, 1 mL) was added to a solution of compound 7 prepared in Example 1 (0.2 g) in MeOH (4 mL) at 0° C. The reaction mixture was shaken at 30° C. for 24 hours. The solvents were evaporated under vacuum. The residues were dissolved in CHCl3 (40 mL) and neutralized to pH ˜2 with 1N HCl aqueous. The organic layer was separated, washed with brine and concentrated to get a sticky oil, which was washed with Et2O, and dried under vacuum to afford compound 9 as a HCl-salt (white solid, 7 0 mg, 35%): 1H-NMR (400 MHz, CD3OD) δ: 7.88 (s, 1H), 7.58-7.72 (m, 2H), 7.25-7.41 (m, 4H), 6.88-7.05 (m, 5H), 3.47-3.72 (m, 1H), 3.25-3.28 (m, 1H), 2.81-2.88 (m, 1H); LC/MS: m/z=358 [M+H]+ (Calc: 372.4).

Provenance & Evidence