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

Participants

Reaction Steps

The title compound was prepared as described in Example 22, Step 3 using 5-amino-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxamide (Example 22, Step 2) (70 mg, 0.23 mmol), 2-(6-bromopyridin-3-yl)propan-2-ol (for preparation, see WO 2004/050024 A2Example 120 Step A) (50 mg, 0.23 mmol), Pd2(dba)3 (21 mg, 0.023 mmol), X-PHOS (55 mg, 0.12 mmol), potassium carbonate (35 mg, 0.25 mmol), and tert-amyl alcohol (1.2 mL) as starting materials. 1H NMR (500 MHz, d6-DMSO): δ 11.19 (s, 1H), 8.67 (d, 1H), 8.40 (s, 1H), 8.08 (dd, 1H), 7.80 (dd, 1H), 7.72 (s, 1H), 7.58 (s, 1H), 7.12 (d, 1H), 6.93 (d, 1H), 5.13 (s, 1H), 3.70 (m, 4H), 3.53 (m, 4H), 1.43 (s, 6H). LRMS (APCI) calc'd for C21H25N6O3S [M+H]+ 441.2, found 441.0.

Provenance & Evidence