4-(Cyclopropylmethyl)-3-oxo-3,4-dihydropyrazine-2-carboxylic acid → 4-(cyclopropylmethyl)-N-(3-fluoro-4-(2-(4-(methylcarbamoyl)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)-N-methylbenzamide (Example 95, Step A) and 4-(cyclopropylmethyl)-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 (5% MeOH in CH2Cl2) to afford 8 mg (22%) of the desired product. LRMS (ESI pos) m/e 570.2 (M+1). 1H NMR (400 MHz, CDCl3/CD3OD) δ 8.47 (d, 1H), 8.08 (dd, 1H), 8.03 (d, 1H), 7.93 (q, 4H), 7.79 (d, 1H), 7.76 (s, 1H), 7.55 (m, 1H), 7.40 (t, 1H), 6.67 (d, 1H), 4.02 (d, 2H), 2.97 (s, 3H), 1.41 (m, 1H), 0.69 (m, 2H), 0.52 (m, 2H); 19F NMR (376 MHz, CDCl3/CD3OD) δ −128.6.

Provenance & Evidence