3-(Methylthio)propylamine → HCID 69482268, 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 (30 mg, 0.084 mmol) described in example 92 and [3-(methylthio)propyl]amine (0.02 mL, 0.589 mmol) was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-N-[3-(methylthio)propyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (15 mg, 43% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.25 (br s, 1 H), 8.57 (s, 1 H), 7.39 (s, 1 H), 7.18-7.14 (m, 2 H), 7.05-7.00 (m, 2 H), 4.14 (s, 2 H), 3.59-3.54 (m, 5 H), 2.59 (m, 2 H), 2.12 (s, 3 H), 1.95 (m, 2 H); HRMS m/z calcd for C21H23FN3O3S: 416.1438. Found: 416.1447.

Provenance & Evidence