Sodium Hydroxide → HCID 86700431, compound

Participants

Reaction Conditions

Reaction Steps

A vial was charged with a solution of (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), H2O (200 μL), Et3N (50 μL), and 1-methyl-1,4-diazepane (40 mg). The reaction was heated to 90° C. for 1 h. Ethanol (absolute, 500 μL) and 5 M aq NaOH (500 μL) were added. 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 8.59 (d, J=5.1 Hz, 1H), 7.92 (s, 1H), 7.74-7.47 (m, 5H), 5.24 (s, 1H), 4.67-3.39 (m, 6H), 3.39-3.20 (m, 2H), 2.92 (s, 3H), 2.63 (s, 3H), 2.29-2.10 (m, 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