2-Methyl-2-butanol → 2-[4-(1-Hydroxy-1-methylethyl)phenyl]-5-[(6-methyl-5-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-2-yl)amino]-1,3-thiazole-4-carboxamide

Participants

Reaction Steps

The title compound was prepared as described in Example 8, Step 6 using 5-amino-2-[4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 5, Step 3) (150 mg, 0.54 mmol), 2-chloro-6-methyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (123 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 11.63 (s, 1H), 7.87 (m, 3H), 7.82 (s, 1H), 7.71 (s, 1H), 7.55 (d, 2H), 7.22 (d, 1H), 5.10 (s, 1H), 4.50 (s, 2H), 3.04 (s, 3H), 1.42 (s, 6H). LRMS (APCI) calc'd for C21H22N5O3S [M+H]+ 424.1, found 424.0.

Provenance & Evidence