2-Methoxyethylamine → HCID 69482053, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[3-(1-pyrrolidinylsulfonyl)propyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate (20 mg, 0.0387 mmol) in ethanol (1 mL) was added 2-methoxyethylamine (40 μL, 0.460 mmol). The reaction mixture was heated in a microwave at 140° C. for 20 minutes. The reaction mixture was concentrated in vacuo. Purification by reverse phase HPLC provided 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-[2-(methyloxy)ethyl]-2-oxo-1-[3-(1-pyrrolidinylsulfonyl)propyl]-1,2-dihydro-1,5-naphthyridine-3-carboxamide as a white solid. 1H NMR (400 MHz, CDCl3) δ 10.26 (s, 1H), 8.57 (s, 1 H), 7.75 (s, 1 H), 7.22 (dd, J=8.5, 5.4 Hz, 2 H), 7.02 (t, J=8.7 Hz, 2 H), 4.40 (t, J=8.0 Hz, 2 H), 4.13 (s, 2 H), 3.66 (q, J=5.1 Hz, 2 H), 3.59 (m, 2 H), 3.42 (s, 3 H), 3.37-3.34 (m, 4 H), 3.05 (t, J=6.6 Hz, 2 H), 2.18 (m, 2 H), 1.97-1.93 (m, 4 H); HRMS C26H31FN4O6S (M+H)+ calcd 547.1948, found 547.2009.

Provenance & Evidence