2-Chlorobenzothiazole → N-(4-(5-(Tetrahydro-2H-pyran-4-YL)pyrimidin-4-yloxy)phenyl)benzo[D]thiazol-2-amine

Participants

Reaction Steps

To a microwave vial was added 2-chlorobenzo[d]thiazole (68.5 μL, 0.553 mmol) and 4-(5-(tetrahydro-2H-pyran-4-yl)pyrimidin-4-yloxy)aniline (150 mg, 0.553 mmol) with isopropanol (1.1 mL). The reaction was irradiated at 120° C. for 3 h with microwave irradiation. The crude reaction was concentrated under reduced pressure. Preparative HPLC afforded the target compound as a salt. The material was washed with sat. aq. sodium bicarbonate and extracted with dichloromethane before concentrating the combined organics under reduced pressure to a pale yellow oil. MS (ESI, pos. ion) m/z: 405.0 (M+1). IC50 (uM) +++++.

Provenance & Evidence