4-Bis(2-pyridylmethyl)aminomethyl-2-(5-methoxy-2-methoxymethoxyphenyl)benzoxazole → 4-Bis(2-pyridylmethyl)aminomethyl-2-(2-hydroxy-5-methoxyphenyl)benzoxazole

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Reaction Steps

4-bis(2-pyridylmethyl)aminomethyl-2-(2-hydroxy-5-methoxyphenyl)benzoxazole (F25) was prepared in a similar manner for the preparation of 2-(5-methoxy-2-hydroxyphenyl)-4-(2-pyridylmethyl)aminomethylbenzoxazole (F23) using 4-bis(2-pyridylmethyl)aminomethyl-2-(5-methoxy-2-methoxymethoxyphenyl)benzoxazole (F17) (136 mg, 0.275 mmol) instead of 2-(5-methoxy-2-methoxymethoxyphenyl)-4-(2-pyridylmethyl)aminomethylbenzoxazole (F16) in 98% (122 mg); 1H-NMR (500 MHz, CDCl3) δ3.87 (s, 3H), 3.89 (s, 4H), 4.12 (s, 2H), 7.06 (br s, 2H), 7.14 (dd, 1H, J=7.5, 4.0 Hz), 7.35 (t, 1H, J=8.0 Hz), 7.49–7.53 (m, 3H), 7.64–7.70 (m, 4H), 8.52 (d, 2H, J=4.0 Hz), 11.06 (s, 1H).

Provenance & Evidence