Water → HCID 9803779, compound

Participants

Reaction Conditions

Reaction Steps

1-(4-Fluorophenyl)-3-[1-[2-(2-imidazolidinon-1-yl)ethyl]4-piperidinyl]-N-methyl-1H-indole-5-carboxamide (7a) (2g) and LiAIH4 was refluxed in dry THF (150 mL) for 3 h. After cooling to 0° C., water (100 mL) and aqueous NaOH (1 M, 5 mL) was carefully added. The phases were separated and the aqueous phase was extracted with ethyl acetate. After removal of the solvent, the compound was purified by flash chromatography (EtOAc/MeOH/TEA 80/15/5). Yield 0.3 g (oil). 1H-NMR (DMSO) 1.72 (q, 2H), 1.97 (d, 2H), 2.12 (t, 2H), 2.28 (s, 3H), 2.45 (t, 2H), 2.77 (tt, 1H), 3.00 (d. 2H), 3.10-3.60 (m, 6H) 3.72 (s, 2H), 6.25 (s, 2H), 7.14 (d. 1H), 7.35-7.45 (m, 4H), 7.55-7.65 (m, 3H)

Provenance & Evidence