2-Methyl-2-butanol → 2-[4-(1-Hydroxy-1-methylethyl)phenyl]-5-{[6-(2,2,2-trifluoro-1-hydroxyethyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamide

Participants

Reaction Steps

The title compound was prepared as described in Example 9, Step 2 using 5-amino-2-[4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 5, Step 3) (150 mg, 0.54 mmol), 1-(6-bromopyridin-2-yl)-2,2,2-trifluoroethanol (138 mg, 0.54 mmol), Pd2(dba)3 (30 mg, 0.032 mmol), X-PHOS (77 mg, 0.16 mmol), potassium carbonate (82 mg, 0.60 mmol), and tert-amyl alcohol (1.2 ml) as starting materials. 1H NMR (600 MHz, d6-DMSO) δ 11.33 (s, 1H), 7.85 (d, 2H), 7.80 (t, 1H), 7.73 (s, 1H), 7.62 (s, 1H), 7.55 (d, 2H), 7.21 (d, 1H), 7.19 (d, 1H), 7.02 (d, 1H), 5.19 (m, 1H), 5.08 (s, 1H), 1.42 (s, 6H). LRMS (APCI) calc'd for C20H20F3N4O3S [M+H]+ 453.1, found 453.0.

Provenance & Evidence