1-(3-Isocyanatophenyl)-1H-pyrrole → (r)-3-(3-(3-(1h-Pyrrol-1-yl)phenyl)ureido)-4-(trimethylammonio)butanoate

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Reaction Steps

According to the method described in example S11, aminocarnitine (1.28 HBr salt, 68 mg, 0.31 mmol) was reacted with 1-(3-isocyanatophenyl)-1H-pyrrole (116 mg, 0.63 mmol) to yield the title compound as a white solid (68 mg, 62%). 1H NMR (400 MHz, CD3OD) δ ppm=7.69 (t, J=1.89 Hz, 1 H), 7.29 (t, J=7.96 Hz, 1 H), 7.11-7.18 (m, 3 H), 6.25 (t, J=2.15 Hz, 1 H), 4.62 (br. s, 1 H), 3.76 (dd, J=13.64, 9.09 Hz, 1 H), 3.51-3.58 (m, 1 H), 3.23 (s, 9 H), 2.46-2.61 (m, 2 H). MS ESI [M+H]+, calcd for [C18H23N4O3+H]+: 344.41 found m/z 344.7 (100).

Provenance & Evidence