Water → (R)-methyl 4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-ylcarbamate

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Reaction Conditions

Reaction Steps

A mixture of (R)-2-(3-aminopyridin-4-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 91, 1 eq) and chloromethylcarbonate (10 eq) in dry pyridine under Ar was stirred at 80° C. overnight. The mixture was cooled to rt and water was added, then extracted with EtOAc. The organic layer was dried with Na2SO4, then concentrated and the residue was purified by a silica gel column to give the title compound. LCMS (0.05% TFA): 411.1 m/z (M+H)+; 1H-NMR (DMSO-d6, 500 MHz): δ: 12.22 (s, 1H), 9.56 (s, 1H), 8.43 (d, 1H, J=5 Hz), 8.30 (s, 1H), 8.26 (d, 1H, J=5 Hz), 4.48 (m, 2H), 3.79 (s, 3H), 3.39 (s, 3H), 2.12-1.69 (m, 10H), 0.82 (t, 3H, J=7.5 Hz).

Provenance & Evidence