N-methyl-2-pyrrolidone → 1-Ethyl-3-(4-(7-(2-methoxyethyl)-4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

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Reaction Steps

To a solution of 1-ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea, hydrochloride salt (bf) (51 mg, 0.13 mmol) in N,N-Diisopropylethylamine (7.0E1 uL, 0.40 mmol) and N-Methylpyrrolidinone (0.80 mL, 8.3 mmol) was added 1-Bromo-2-methoxyethane (3.01 uL, 0.32 mmol) at room temperature. The reaction was microwaved at 80° C. for 30 minutes. After purification, 30.6 mg white powder pc (52% yield) was obtained: 1H NMR (400 MHz, DMSO) δ 8.63 (s, 1H), 8.16 (d, J=8.7 Hz, 2H), 7.46 (d, J=8.7 Hz, 2H), 6.15 (t, J=5.5 Hz, 1H), 3.72 (m, 4H), 3.62 (s, 2H), 3.54 (t, J=5.6 Hz, 2H), 3.47 (m, 4H), 3.28 (s, 3H), 3.18-3.05 (m, 2H), 2.73-2.62 (m, 6H), 1.06 (t, J=7.2 Hz, 3H); LC-MS m/z=441 (M+H).

Provenance & Evidence