Reaction #2013595

Reaction equation

3-(7-fluoro-4-trifluoromethylbenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

2-iodo-5-methoxy-1,3-benzothiazole

→

title compound

3-(5-Methoxybenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine

Conditions

Workup

1. 1
   Otherat 55° C.
2. 2
   Otherfor 4 h

Procedure

Following the procedure for 3-(7-fluoro-4-trifluoromethylbenzothiazol-2-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine, using 2-iodo-5-methoxy-1,3-benzothiazole and conducting the Suzuki coupling at 55° C. for 4 h, the title compound was obtained as a yellow solid. 1H NMR (400 MHz, CD3OD): δ=8.75 (s, 1H), 8.40 (s, 1H), 8.34 (s, 1H), 8.06 (s, 1H), 7.95 (d, J=8.8 Hz, 1H), 7.69 (d, J=2.4 Hz, 1H), 7.21 (dd, J=2.4, 8.8 Hz, 1H), 4.67 (m, 1H), 3.94 (s, 3H), 3.59-3.62 (m, 2H), 3.25-3.27 (m, 2H), 2.34-2.39 (m, 4H). MS(ES+): m/z=407.13 [MH+]. HPLC: tR=1.12 min (polar—5 min, ZQ3).

Source