Iodoacetonitrile → HCID 86612794, compound

Participants

Reaction Steps

In a similar manner to that described in example 316 step 1, from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (29 mg, 0.085 mmol) lithium (bis-trimethylsilyl)amide (0.17 mL of a 1 M solution in tetrahydrofuran) and iodoacetonitrile (0.04 mL, 0.51 mmol) was prepared ethyl 1-(cyanomethyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (33 mg, 95% yield) as a yellow oil. Product was carried on without further purification. 1H NMR (CDCl3) δ 8.51 (s, 1 H), 7.40 (s, 1 H), 7.15-7.09 (m, 2 H), 7.01-6.96 (m, 2 H), 5.10 (s, 2 H), 4.46 (m, 2 H), 4.13 (s, 2 H), 1.41 (m, 3 H); MS m/z 404 (M+23).

Provenance & Evidence