Reaction #2013616

Reaction equation

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

2-chloro-1,3-benzothiazole-4-carbonitrile

→

title compound

2-[2-Amino-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-3-yl]-benzothiazole-4-carbonitrile

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 2-chloro-1,3-benzothiazole-4-carbonitrile and conducting the Suzuki coupling at 80° C. for 2 h, the title compound was obtained as a yellow solid. 1H NMR (DMSO-d6, 400 MHz): δ=2.04-2.23 (m, 4H), 3.04 (m, 2H), 3.30 (m, 2H), 4.44 (mc, 1H), 7.59 (t, J=7.8 Hz, 1H), 7.99 (s, 1H), 8.03 (dd, J=7.6, 1.0 Hz, 1H), 8.34 (s, 1H), 8.49 (dd, J=8.1, 1.0 Hz, 1H), 8.51 (d, J=2.3 Hz, 1H), 8.86 (broad s, 1H), 9.03 (broad s, 1H). MS (ES′): m/z=402.15 [MH+]. HPLC: tR=2.28 min (ZQ3, polar—5 min).

Source