2-BROMO-7-METHYL-5H-PYRROLO[2,3-B]PYRAZINE synthesis

Yield:1228450-70-1 16%

Reaction Conditions:

with sodium formate;palladium diacetate;H₄N⁽¹⁺⁾*Br^(1-)*4C₅H₁₂;triethylamine in N,N-dimethyl-formamide at 50; for 18 h;Inert atmosphere;

Steps:

15.2 Step 2: Synthesis of 2-bromo-7-methyl-5H-pyrrolo[2,3-b]pyrazine (15-c)

To a stirred solution of 15-b (14 g, 0.048 mol) in DMF(100 mL) was added HCOONa (0.8 g, 0.012 mol) , Pd(OAc)2 (1.1 g, 0.005 mol), Bu4NH4Br (2.3 g, 0.007 mol) and TEA (11.6 g, 0.115 mol). The mixture was stirred at 50 °C for 18 h under a N2 atmosphere. The reaction mixture was filtered through Celite and the filter cake was washed by methanol. The filtrate was concentrated under reduced pressure. The crude residue was purified (Silica gel; eluting with EtOAc/PE= 1/2) to afford compound 15-c (1.6 g, 16%) as a black solid. LCMS Mass: 213.9 (M⁺+H).

References:

WO2020/264420,2020,A1 Location in patent:Page/Page column 203; 204