Cesium carbonate → Methyl 3-[6-Amino-5-(5-chloro-8-fluoroisoquinolin-3-yl)-pyridin-3-yl]-benzoate

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Reaction Steps

Following the procedure for methyl 4-[6-amino-5-(5-chloro-8-fluoroisoquinolin-3-yl)-pyridin-3-yl]-benzoate, the title compound was prepared from 5-bromo-3-(5-chloro-8-fluoroisoquinolin-3-yl)-pyridin-2-ylamine (BB4) (0.4 g, 1.13 mmol), 3-(carbomethoxy)phenylboronic acid (0.214 g, 1.2 mmol), Pd(PPh3)4 (5 mol %) and Cs2CO3 (0.89 g, 2.3 mmol). 1H NMR (CDCl3, 300 MHz): δ=6.59 (bs, 2H), 7.20 (dd, J=8.4, 7.8 Hz, 1H), 7.55 (t, J=7.8 Hz, 1H), 7.43 (dd, J=5.2, 4.8 Hz, 1H), 7.80 (dd, J=6.8, 2.4 Hz, 1H), 8.01 (dd, J=6.8, 2.4 Hz, 1H), 8.17 (d, J=2.1 Hz, 1H), 8.28 (t, J=1.8 Hz, 1H), 8.44 (d, J=2.4 Hz, 1H), 9.59 (s, 1H).

Provenance & Evidence