Sodium Carbonate → HCID 89462671, compound

Participants

Reaction Conditions

Reaction Steps

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%).

Provenance & Evidence