4-Fluorophenylacetyl chloride → HCID 136338546, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of N′,8-dihydroxy[1,6]naphthyridine-7-carboximidamide (50 mg, 0.244 mmol) in dioxane (3 mL) was-added 4-fluorophenylacetyl chloride (40 μL, 0.293 mmol). The reaction vessel was sealed and heated at 160° C. in a microwave chamber for 10 minutes. The solids were collected on a filter, then triturated with methano/ether to provide 7-[5-(4-fluorobenzyl)-1,2,4-oxadiazol-3-yl][1,6]naphthyridin-8-ol hydrochloride (13 mg, 15%) as an orange solid. 1H NMR (CD3OD) δ 9.43 (d, J=4 Hz, 1H), 9.34 (s, 1H), 9.05 (d, J=8.0 Hz, 1H), 8.14 (dd, J=8.4, 4.8 Hz, 1H), 7.48 (dd, J=8.4, 5.2 Hz, 2H), 7.12 (t, J=8.8 Hz, 2H), 4.92 (s, 2 H); MS m/z 323 (M+1).

Provenance & Evidence