2-Methyl-2-butanol → 2-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-{[6-(2-hydroxy-1-morpholin-4-ylethyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamide

Participants

Reaction Steps

The title compound was prepared according to the procedure in Example 15, Step 7 using 5-amino-2-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 15, Step 5) (99 mg, 0.32 mmol), 1-[(6-bromopyridin-2-yl)methoxy]-2-methylpropan-2-ol (Example 3, Step 1) (91 mg, 0.32 mmol), Pd2(dba)3 (17 mg, 0.019 mmol), X-PHOS (45 mg, 0.095 mmol), potassium carbonate (48 mg, 0.35 mmol), and tert-amyl alcohol (0.64 ml) as starting materials. 1H NMR (500 MHz, d6-DMSO) δ 11.34 (s, 1H), 7.72 (m, 1H), 7.66 (s, 1H), 7.49 (s, 1H), 7.33 (d, 2H), 7.13 (d, 1H), 6.95 (d, 1H), 5.37 (s, 1H), 4.47 (t, 1H), 3.94 (m, 2H), 3.62 (t, 1H), 3.52 (m, 4H), 2.48 (m, 4H), 1.44 (s, 6H). LRMS (APCI) calc'd for C24H28F2N5O4S [M+H]+ 520.2, found 520.0.

Provenance & Evidence