Triethylamine → HCID 69482613, compound

Participants

Reaction Steps

In a similar manner to that described in example 196, from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (18 mg, 0.050 mmol) described in example 92, triethylamine (0.3 mL, 1.95 mmol), and 2-aminocyclohexanol hydrochloride (100 mg, 0.66 mmol), was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxycyclohexyl)-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (8 mg, 38% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.29 (d, J=7.6 Hz, 1 H), 8.54 (s, 1 H), 7.37 (s, 1 H), 7.17-7.13 (m, 2 H), 7.04-6.99 (m, 2 H), 4.12 (s, 2 H), 3.86 (m, 1 H), 3.56-3.47 (m, 4 H), 2.07 (m, 2 H), 1.75 (m, 2 H), 1.42-1.23 (m, 4 H); HRMS m/z calcd for C23H25N3O4F: 426.1829 Found: 426.1834.

Provenance & Evidence