2-(Pyrrolidin-3-yl)propan-2-ol → 2-(1-(3-(4-(Pyridin-2-ylamino)phenoxy)pyrazin-2-YL)pyrrolidin-3-YL)propan-2-OL

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(4-(3-chloropyrazin-2-yloxy)phenyl)pyridin-2-amine (0.150 g, 0.502 mmol) and 2-(pyrrolidin-3-yl)propan-2-ol (0.187 g, 1.447 mmol) in 3 mL of DMSO was sealed in a microwave tube and heated at 80° C. overnight. The reaction was cooled to RT, filtered and purified by purified by reverse-phase HPLC (Gilson; Gemini-NX 10m C18 110A AXIA, 100×50 mm column) eluting with 0.1% TFA-H2O:0.1% TFA CH3CN (9:1→1:9). The fractions containing the desired product were combined and basified with satd NaHCO3 and extracted with DCM (3×). The combined organic layers were dried over Na2SO4 filtered and concentrated to dryness to give the title compound as a light-yellow crystalline solid. MS (ESI, pos. ion) m/z: 392 (M+1). IC50 (uM) 0.02882.

Provenance & Evidence