تفاعل #85849

معادلة التفاعل

4-(5-bromopyridin-2-yl)-1,4-oxazepane

4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane

KOAc

→

6-(1,4-oxazepan-4-yl)pyridin-3-ylboronic acid

المردود 31.9%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe volatiles were removed in vacuo
2. 2
   أخرىthe residue was purified by chromatography with EA/MeOH (20:1˜5:1)

الإجراء التجريبي

A solution of 4-(5-bromopyridin-2-yl)-1,4-oxazepane (600 mg, 2.33 mmol), 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (1.18 g, 4.67 mmol), Pd(dppf)Cl2 (286 mg, 0.35 mmol) and KOAc (687 mg, 6.99 mmol) in 30 ml of dioxane, under N2, was stirred at 110° C. for 3 hours. The volatiles were removed in vacuo, and the residue was purified by chromatography with EA/MeOH (20:1˜5:1) to give 165 mg of 6-(1,4-oxazepan-4-yl)pyridin-3-ylboronic acid. MS (m/z)=223 (M+H)+.

المصدر