Yield:-

Reaction Conditions:

Stage #1: 3,5-dibromopyridine;Dimethyldisulphidewith n-butyllithium in diethyl ether at -78;
Stage #2: with Triisopropyl borate in diethyl ether at -78 - 25;
Stage #3: with hydrogenchloride in diethyl ether;water; pH=5;

Steps:

9.1 Step 1: (5-Methylsulfanyl-pyridin-3-yl)-boronic acid

To a suspension of 3,5-dibromopyridine [(L.] Oeq. ) in [ET2O] (0. [1M)] at [- 78°C] was added dropwise n-BuLi [(1.] [05EQ.).] The mixture was stirred at-78°C for [15MIN] then dimethyldisulfide [(1.] Oeq. ) was added. The mixture was stirred for [15MIN] and a second portion of n-BuLi (1.05eq.) was added. After stirring for lh [AT-78°C,] tri-iso-propylboronate [(1.] 5eq.) was added. The final mixture was warmed slowly to rt and stirred for 12h. An aqueous solution of HCl [(1M)] was added dropwise until pH=5. The resulting precipitate was filtered to afford the title compound as a white solid, which was used as such.

References:

WO2004/814,2003,A1 Location in patent:Page 53