تفاعل #330353

معادلة التفاعل

2-(2-chloro-6-fluoro-3-nitrophenyl)pyridine

2-methoxyethylamine

DIPEA

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title compound

المردود 54.0%

(3-Fluoro-6-nitro-2-pyridin-2-yl-phenyl)-(2-methoxyethyl)amine

المردود 54.0%

المذيبات

MeCN

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter warming to RT
2. 2
   أخرىthe volatiles were removed in vacuo
3. 3
   أخرىThe resulting residue was purified by column chromatography (Si—PPC, gradient 0-70% EtOAc/cyclohexane)

الإجراء التجريبي

A mixture of 2-(2-chloro-6-fluoro-3-nitrophenyl)pyridine* (618 mg, 2.6 mmol), 2-methoxyethylamine (0.23 mL, 2.6 mmol) and DIPEA (0.48 mL, 2.7 mmol) in MeCN (5 mL) was stirred for 1.5 h at 0° C. After warming to RT, the volatiles were removed in vacuo. The resulting residue was purified by column chromatography (Si—PPC, gradient 0-70% EtOAc/cyclohexane) to afford the title compound as a yellow oil (414 mg, 54%). LCMS (Method C): RT 2.95 min [M+H]+ 292. 1H NMR (CDCl3, 400 MHz): δ 8.73 (1H, ddd, J=5.0, 2.0, 1.0 Hz), 8.47 (1H, bs), 8.26 (1H, dd, J=9.5, 6.0 Hz), 7.79 (1H, ddd, 8.0, 8.0, 2.0 Hz), 7.45-7.43 (1H, m), 7.32 (1H, ddd, J=7.5, 5.0, 1.0 Hz), 6.52 (1H, dd, 9.5, 8.0 Hz), 3.29-3.26 (2H, m), 3.28 (3H, s), 2.63-2.60 (2H, m)

المصدر