Methyl vinyl sulfone → HCID 59239445, compound

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Reaction Steps

A mixture of (S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (ca) (0.35 mmol), methyl-sulfonylethene (3.5 mmol), DIPEA (1 mL), in a mixed solvent of THF/DMF (30 mL, 10:1) was stirred at 40° C. overnight. The solvent was removed in vacuum and the residue was purified by preparative TLC (Hexanes:ethyl acetate=1:2) to give 48.2 mg (yield: 27%) of (S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-7-(2-(methylsulfonyl)ethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (yg). 1H NMR (D6-DMSO, 400 MHz): δ 8.60 (s, 1H), 8.13 (d, J=7.2, 2H), 7.44 (d, J=7.2, 2H), 6.12 (t, J=2.5, 1H), 4.18-3.33 (m, 11H), 3.19-2.63 (m, 11H), 1.20 (d, J=6.8, 3H), 1.04 (t, J=7.2, 3H). LC-MS: m/z=+503 (M+H)+.

Provenance & Evidence