Ethanol → HCID 86700429, compound

Participants

Reaction Conditions

Reaction Steps

(S)-Methyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyrimidin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (10 mg), dioxane (500 μL), and H2O (200 μL) were added. The reaction was heated to 90° C. for 1 h. Ethanol (absolute, 500 μL) and 5 M aq NaOH (500 μL) were added and the reaction was heated to 90° C. for 30 min. The reaction was cooled to 23° C. and directly purified by reverse phase HPLC (5-100% ACN/H2O+0.1% TFA) giving the title compound. 1H NMR (400 MHz, CD3OD) δ 8.62 (d, J=5.0 Hz, 1H), 7.91 (s, 1H), 7.74-7.49 (m, 5H), 5.24 (s, 1H), 3.37-3.28 (m, 8H), 3.24 (q, J=7.4 Hz, 2H), 2.62 (s, 3H), 1.38 (t, J=7.3 Hz, 2H), 0.97 (s, 9H). LCMS-ESI+: calc'd for C30H35ClN5O3S [M+H+]: 580.2, 582.2; Found: 580.4, 582.2 (M+H+).

Provenance & Evidence