2-Amino-5-iodobenzonitrile → 2-Amino-5-(4'-fluorobenzyl)benzonitrile

Participants

Reaction Steps

From 9 (488 mg, 2 mmol) and 4-fluorobenzylzinc chloride (0.5 M in THF, 10 mL, 5 mmol) by the same method as 10a; pale-yellow powder (275 mg, 51%): mp 105-107° C.; 1H NMR (CDCl3) δ 3.82 (s, 2H, CH2), 4.32 (br, 2H, NH2), 6.68 (d, J=8.8 Hz, 1H, H-3), 6.96-7.00 (m, 2H, 3′- and 5′-H), 7.08-7.14 (m, 3H, H-4, H-2′, and H-6′), 7.17 (s, 1H, H-6).

Provenance & Evidence