Triethylamine → HCID 69482760, 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, 1-(aminomethyl)cyclohexanol hydrochloride (110 mg, 0.66 mmol) and triethylamine (0.28 mL, 1.98 mmol), was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-[(1-hydroxycyclohexyl)methyl]-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (4 mg, 18% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.46 (br s, 1 H), 8.55 (s, 1 H), 7.38 (s, 1 H), 7.17-7.13 (m, 2 H), 7.04-6.94 (m, 2 H), 4.12 (s, 2 H), 3.58 (s, 3 H), 3.48 (d, J=5.6 Hz, 2 H), 1.62-1.49 (m, 1 H); MS m/z 440 (M+1).

Provenance & Evidence