Cesium carbonate → HCID 59294466, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2-chloro-pyridin-3-yl)-(3,4-dihydro-2H-quinolin-1-yl)-methanone (50 mg, 0.18 mmol, 1.0 equiv; Example 6, Step 1) and 2-fluoro-5-trifluoromethyl-phenol (42.1 mg, 0.23 mmol, 1.3 equiv; [CAS RN 141483-15-0]) in anhydrous toluene (0.5 mL) was added caesium carbonate (176 mg, 0.54 mmol, 3.0 equiv; [CAS RN 534-17-8]) and tetrakis(acetonitrile)copper(I) hexafluorophosphate (20.1 mg, 0.054 mmol, 0.3 equiv; [CAS RN 64443-05-6]). The reaction mixture was heated by microwave irradiation to 150° C. for 1 h. Purification by preparative HPLC on reversed phase (Xterra® PrepMSC 18, 5 μm, 19×50 mm column equipped with a Gilson Liquid Handler 215 autosampler, two Rainin Dynamax® SD-300 pumps, a Sedex ELSD 75 lightscatter and a Dionex UVD 340S UV detector) eluting with a gradient of acetonitrile/water provided 50 mg (67%) of the title compound as a light yellow solid. MS (ISP): 417.4 [M+H]+.

Provenance & Evidence