Sodium Carbonate → N-(4-(2-(pyridin-4-yl)-6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)benzo[d]thiazol-2-yl)acetamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-{4-[2-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-benzothiazol-2-yl}-acetamide (137 mg, 0.29 mmol, Example 7(d)), 4-pyridinyl boronic acid (40 mg, 0.32 mmol, Aldrich), Pd(PPh3)4 (24 mg, 0.02 mmol, Aldrich) and 2N Na2CO3 (0.5 mL) in 1,2-dimethoxyethane (1.5 mL) was heated at 125° C. in a microwave synthesizer for 20 min. The reaction mixture was cooled to room temperature, diluted with sat. aqueous solution of NaHCO3 (5 mL) and extracted with EtOAc (2×30 mL). The combined EtOAc extracts were dried over Na2SO4, filtered, and concentrated in vacuo. Purification of the residue by silica gel column chromatography (gradient 50-90% EtOAc/hexane) gave the title compound as a light-yellow amorphous solid. MS (ESI, pos. ion.) m/z: 508 (M+1).

Provenance & Evidence