2-[2-(2,6-Dichloro-4-cyano-phenyl)-thiazolo[5,4-c]pyridine-4-ylamino]-isonicotinonitrile → 3,5-Dichloro-4-{4-[5-(3-hydroxy-azetidin-1-yl)-pyrimidin-4-ylamino]-thiazolo[5,4-c]pyridine-2-yl}-benzonitrile

Participants

Reaction Steps

Following the procedure described for 2-[2-(2,6-dichloro-4-cyano-phenyl)-thiazolo[5,4-c]pyridine-4-ylamino]-isonicotinonitrile (Example 19), 4-(4-bromo-thiazolo[5,4-c]pyridine-2-yl)-3,5-dichloro-benzonitrile and 1-(6-amino-pyrimidin-4-yl)-azetidin-3-ol were reacted to give the desired compound as a yellow solid (56 mg, 52% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.24 (s, 1H), 8.39 (d, J=5.5 Hz, 1H), 8.37 (s, 2H), 8.20 (d, J=1.0 Hz, 1H), 7.74 (d, J=5.6 Hz, 1H), 6.58 (s, 1H), 5.72-5.69 (m, 1H), 4.63-4.56 (m, 1H), 4.20 (t, J=7.8 Hz, 2H), 3.73 (dd, J=9.1, 4.5 Hz, 2H). LCMS (Method C): RT=3.21, m/z: 470 [M+H+].

Provenance & Evidence