1H-Indole-4-boronic acid, pinacol ester → HCID 60197876, compound

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Reaction Steps

The title compound was prepared in a manner similar to EXAMPLE 2 using 2-(4-((2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)methyl)phenyl)propan-2-ol (PREPARATION x8, 39 mg, 0.104 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (50.6 mg, 0.208 mmol), and PdCl2(dppf) (6.09 mg, 8.32 μmol) in dioxane (8 mL) and aqueous saturated NaHCO3 (2 mL). 1H NMR (400 MHz, DMSO-d6) δ 1.42 (s, 6 H), 3.18 (m, 4 H), 3.58-3.66 (m, 1 H), 3.94-4.04 (m, 2 H), 4.08-4.15 (m, 1 H), 4.56 (s, 2 H), 4.70-4.79 (m, 1 H), 6.99-7.05 (m, 1 H), 7.23-7.37 (m, 3 H), 7.45-7.51 (m, 3 H), 7.58 (s, 1 H), 7.60-7.69 (m, 2 H), 11.45-11.63 (m, 1 H). ESI-MS m/z [M+H]+ calc'd for C27H29N5O2, 456.23; found 456.5.

Provenance & Evidence