HCID 69846637, compound → HCID 10194442, compound

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Reaction Steps

Prepared from 2-[4-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluorophenyl]-6-(2-hydroxyethyl)-4H-[1,3,4]thiadiazin-5-one, trifluoroacetate salt according to the method of Example 2 (0.021 g, 31%). MS (m/z): [M+H]+=411. A second acetylation product is isolated and identified as acetic acid 2-(2-{4-[5(S)-(acetylaminomethyl)-2-oxo-oxazolidin-3-yl]-2-fluorophenyl}-5-oxo-5,6-dihydro-4H[1,3,4]thiadiazin-6-yl)-ethyl ester (0.025 g, 37%); 1H NMR (300 MHz, DMSO-d6) δ 1.83-1.91 (m, 1H), 2.00 (s, 3H), 2.06-2.14 (m, 1H), 3.43 (t, J=5.4 Hz, 2H), 3.74-3.83 (m, 2H), 4.08-4.18 (m, 3H), 7.43 (dd, J=2.1, 8.7 Hz, 1H), 7.59 (dd, J=1.8, 13.5 Hz, 1H), 7.69 (t, J=8.7 Hz, 1H), 8.26 (t, J=5.7 Hz, 1H); mp 223-4; MS (m/z): [M+H]+=453.

Provenance & Evidence