2-Methyl-2-butanol → 2-[2-Fluoro-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 1, Step 2 using 5-amino-2-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 25, Step 4) (150 mg, 0.51 mmol), 2-(6-chloro-2-methylpyridin-3-yl)propan-2-ol (Example 13, Step 1) (94 mg, 0.51 mmol), Pd2(dba)3 (47 mg, 0.051 mmol), X-PHOS (121 mg, 0.25 mmol), potassium carbonate (70 mg, 0.51 mmol), and tert-amyl alcohol (1.0 mL) as starting materials. 1H NMR. (500 MHz, d6-DMSO): δ 11.15 (s, 1H), 8.27 (t, 1H), 7.82 (s, 1H), 7.74 (d, 1H), 7.62 (s, 1H), 7.40 (m, 2H), 6.97 (d, 1H), 5.25 (s, 1H), 5.02 (s, 1H), 2.73 (s, 3H), 1.49 (s, 6H), 1.44 (s, 6H). LRMS (APCI) calc'd for C22H26FN4O3S [M+H]+ 455.2, found 455.0.

Provenance & Evidence