Reaction #2013620

Reaction equation

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

5-fluoro-2-iodo-4-trifluoromethyl-1,3-benzothiazole

→

title compound

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

Conditions

Workup

1. 1
   Otherat 80° C.
2. 2
   Otherfor 2 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 5-fluoro-2-iodo-4-trifluoromethyl-1,3-benzothiazole and conducting the Suzuki coupling at 80° C. for 2 h, the title compound was obtained as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ=9.02-8.92 (brm, 1H), 8.80-8.70 (brm, 1H), 8.58 (dd, J=4.8, 9.2 Hz, 1H), 8.57 (d, J=2.0 Hz, 1H), 8.37 (s, 1H), 8.31 (d, J=2.0 Hz, 1H), 8.17 (brs, 1H), 8.05 (s, 1H), 7.64 (dd, J=9.2, 11.2 Hz, 1H), 4.56-4.47 (mc, 1H), 3.40 (brd, J=12.8 Hz, 2H), 3.11 (brq, J=11.4 Hz, 2H), 2.30-2.11 (m, 4H). MS(ES+): m/z=463.07 (95) [MH+], 380.02 (100) [MH+-piperidine]. HPLC: tR=2.28 min (polar—5 min, ZQ2).

Source