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

Participants

Reaction Steps

The title compound was prepared as described 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) (150 mg, 0.48 mmol), 2-(6-chloro-2-methylpyridin-3-yl)propan-2-ol (Example 13, Step 1) (89 mg, 0.48 mmol), Pd2(dba)3 (44 mg, 0.048 mmol), X-PHOS (114 mg, 0.24 mmol), potassium carbonate (66 mg, 0.48 mmol), and tert-amyl alcohol (0.96 ml) as starting materials. 1H NMR (500 MHz, d6-DMSO) δ 11.23 (s, 1H), 7.75 (d, 1H), 7.62 (s, 1H), 7.47 (s, 1H), 7.32 (d, 2H), 7.00 (d, 1H), 5.37 (s, 1H), 5.02 (s, 1H), 2.69 (s, 3H), 1.49 (s, 6H), 1.44 (s, 6H). LRMS (APCI) calc'd for C22H25F2N4O3S [M+H]+ 463.2, found 463.0.

Provenance & Evidence