2-Methyl-2-butanol → 2-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-{[5-(1-hydroxy-1-methylethyl)pyridin-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) (42 mg, 0.13 mmol), 2-(6-bromopyridin-3-yl)propan-2-ol (for preparation, see WO 2004/050024 A2 Example 120 Step A) (29 mg, 0.13 mmol), Pd2(dba)3 (12 mg, 0.013 mmol), X-PHOS (32 mg, 0.067 mmol), potassium carbonate (19 mg, 0.13 mmol), and tert-amyl alcohol (0.27 ml) as starting materials. 1H NMR (500 MHz, d6-DMSO) δ 11.31 (s, 1H), 8.40 (d, 1H), 7.83 (dd, 1H), 7.65 (s, 1H), 7.48 (s, 1H), 7.32 (d, 2H), 7.20 (d, 1H), 5.38 (s, 1H), 5.13 (s, 1H), 1.44 (s, 6H), 1.43 (s, 6H). LRMS (APCI) calc'd for C21H23F2N4O3S [M+H]+ 449.1, found 449.0.

Provenance & Evidence