2-Methyl-2-butanol → 5-{[5-(1-Hydroxy-1-methylethyl)-6-methylpyridin-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 1, Step 2 using 5-amino-2-(6-morpholin-4-ylpyridin-3-yl)-1,3-thiazole-4-carboxamide (Example 22, Step 2) (104 mg, 0.34 mmol), 2-(6-chloro-2-methylpyridin-3-yl)propan-2-ol (Example 13, Step 1) (63 mg, 0.34 mmol), Pd2(dba)3 (31 mg, 0.034 mmol), X-PHOS (81 mg, 0.17 mmol), potassium carbonate (47 mg, 0.34 mmol), and tert-amyl alcohol (0.68 mL) as starting materials. 1H NMR (500 MHz, d6-DMSO): δ 11.10 (s, 1H), 8.69 (d, 1H), 8.08 (dd, 1H), 7.72 (d, 1H), 7.68 (s, 1H), 7.56 (s, 1H), 6.93 (d, 1H), 6.92 (d, 1H), 5.01 (s, 1H), 3.70 (m, 4H), 3.53 (m, 4H), 2.74 (s, 3H), 1.49 (s, 6H). LRMS (APCI) calc'd for C22H27N6O3S [M+H]+ 455.2, found 455.1.

Provenance & Evidence