4-Benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylic acid → 4-benzyl-N-(3-fluoro-4-(2-(4-(morpholine-4-carbonyl)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-3-oxo-3,4-dihydropyrazine-2-carboxamide

Participants

Reaction Steps

Prepared from (4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)phenyl)(morpholino)methanone (Example 129, Step A) and 4-benzyl-3-oxo-3,4-dihydropyrazine-2-carboxylic acid according to the procedure of Example 89. The crude was purified by silica gel flash column chromatography (2% MeOH in CH2Cl2) to afford 12 mg (45%) of the desired product. LRMS (APCI pos) m/e 662.2 (M+1). 1H-NMR (400 MHz, CDCl3/CD3OD) δ 8.03 (dd, 1H), 7.96 (d, if H), 7.92 (d, 2H), 7.85 (s, if H), 7.77 (d, 1H), 7.56 (m, 3H), 7.36-7.46 (m, 7H), 6.66 (d, 1H), 5.33 (s, 2H), 3.68-3.81 (m, 8H); 19F NMR (376 MHz, CDCl3/CD3OD) δ −128.2.

Provenance & Evidence