反应详情

1-[5-[7-borono-2-(ethylcarbamoylamino)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-ethyl-piperidine-4-carboxylic acid (100 mg) was placed in DCM 5 ml and copper acetate 47 mg, triethylamine 122 mg, 4A molecular sieves (powdered) and morpholine 17 mg were added and the mixture stirred at rt over the weekend. LCMS showed that some desired product had formed and a close running 7-H impurity. The mixture was filtered and the solvent removed in vacuo to give a dark gum which was purified by preparative HPLC using a phenyl hexyl column eluting with 65-75% ACN to give Compound 114 as an off white solid (8 mg). 1H NMR (CDCl3) δ 8.52 (s, 2H), 7.38 (s, 1H), 6.84 (s, 1H), 4.50-4.42 (m, 2H), 3.89-3.85 (m, 4H), 3.35-3.29 (m, 4H), 3.21-3.17 (m, 4H), 2.22-2.14 (m, 2H), 1.61-1.54 (m, 2H), 1.45-1.35 (m, 2H), 1.19 (t, J=7.2 Hz, 3H), 0.86 (t, J=7.5 Hz, 3H). MS: 540.13 [M+H]+.