Sodium Hydroxide → HCID 20258997, compound

Participants

Reaction Steps

N-[2-Nitro-4-fluoro-5-(4-hydroxypiperidin-1-yl)phenyl]acetamide (10.0 g, 0.034 mol) (obtained in preparation 6, step 1) was deacetylated using 6 N NaOH solution (20 mL) and methanol (30 mL) using an analogous procedure to that described in preparation 4 (step 2) to afford 2-nitro-4-fluoro-5-(4-hydroxypiperidin-1-yl) aniline (8.4 g, 80%). mp 238-239 ° C.; IR (KBr) 3357, 3326, 1641 cm-1 ; 1H NMR (CDCl3) δd 1.70-1.80 (m, 2H, CH2), 1.99-2.08 (m, 2H, CH2), 2.99-3.12 (m, 2H, NCH2), 3.50-3.62 (m, 2H, NCH2), 3.94 (m, 1H, CH), 6.0 (d, J=7.4 Hz, 1H), 6.02 (brs, 2H, NH2), 7.80 (d, J=14.2 Hz, 1H); Mass (m/z) 255 (M+.).

Provenance & Evidence