Trifluoroacetic acid → HCID 69481068, 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, triethylamine (0.1 mL, 0.818 mmol), and 1-(methylsulfonyl)-4-piperidinamine as the trifluoroacetic acid salt (171 mg, 0.589 mmol), was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-N-[-(methylsulfonyl)-4-piperidinyl]-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 10.33 (d, J=7.6 Hz, 1 H), 8.58 (s, 1 H), 7.41 (s, 1 H), 7.18-7.14 (m, 2 H), 7.05-7.00 (m, 2 H), 4.14-4.09 (m, 3 H), 3.75-3.69 (m, 2 H), 3.58 (s, 3 H), 2.97 (m, 2 H), 2.82 (s, 3 H), 2.14 (m, 2 H), 1.76 (m, 2 H); HRMS m/z calcd for C23H26FN4O5S: 489.1602. Found: 489.1609.

Provenance & Evidence