Reaktion #1612501

Reaktionsgleichung

N-(2-(6-iodopyridin-3-yl)propan-2-yl)acetamide

4-bromophenylboronic acid

Na2CO3

→

33-e

Ausbeute 75.0%

N-(2-(6-(4-bromophenyl)pyridin-3-yl)propan-2-yl)acetamide

Ausbeute 75.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was then cooled to room temperature
2. 2
   Einengenconcentrated under vacuo
3. 3
   ExtraktionThe concentrate was extracted with ethyl acetate
4. 4
   Waschenwashed with brine
5. 5
   Einengenre-concentrated
6. 6
   SonstigePurification by silica gel (petroleum ether:ethyl acetate=1:1-ethyl acetate)

Vorschrift

To a solution of N-(2-(6-iodopyridin-3-yl)propan-2-yl)acetamide, 33-d, (22 g, 72.4 mmol) in dioxane (100 ml) was added 4-bromophenylboronic acid (16 g, 79.6 mmol) and Pd(PPh3)4 (4.2 g, 3.62 mmol) and aq Na2CO3 (2N) (25.3 g, 238.8 mmol). The reaction mixture was then stirred at 95° C. for 3 hours. The reaction mixture was then cooled to room temperature and concentrated under vacuo. The concentrate was extracted with ethyl acetate, washed with brine, and re-concentrated. Purification by silica gel (petroleum ether:ethyl acetate=1:1-ethyl acetate) gave the solid, 33-e, (18 g, 75%).

Quelle