Potassium Phosphate, Tribasic → (4-Ethyl-piperazin-1-yl)-(2-methyl-4-{8-[3-methyl-4-(1-methyl-1-morpholin-4-yl-ethyl)-phenyl]-quinoxalin-2-yl}-phenyl)-methanone

Participants

Reaction Conditions

Reaction Steps

A microwave tube is charged with of [4-(8-Bromo-quinoxalin-2-yl)-2-methyl-phenyl]-(4-ethyl-piperazin-1-yl)-methanone (step 80.1, 49 mg, 0.112 mmol), 4-{1-Methyl-1-[2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethyl}-morpholine (40.4 mg, ca. 0.117 mmol), S-Phos (4.25 mg, 0.01 mmol), K3PO4 (72.5 mg, 0.33 mmol) and Pd(OAc)2 (0.75 mg, 0.0033 mmol). After several cycles of vacuum/purge with argon, 3 ml of a mixture consisting of 28 μl deionized water in 12 ml 1,2-dimethoxy-ethane, are added. The reaction mixture is then heated to 105° C. for 5 h 30. After cooling, the reaction mixture is diluted with CH2Cl2, poured onto a saturated solution of Na2CO3 and extracted 3× with CH2Cl2. The combined organic layers are washed with water, brine, dried over Na2SO4, filtered and the filtrate is concentrated in vacuo. The residue is purified by chromatography (silicagel, CH2Cl2/CH2Cl2:EtOH:NH3 90:9:1 from 1:0=>0:1) to afford the title compound as a pale yellow foam, Rt=1.777 min (Acquity HPLC BEH C18, 2.1×50 mm, 1.7 micron, detection 215 nM, 0.1 min 2% CH3CN in H2O, 2% to 100% CH3CN in H2O in 1.5 min, 0.4 min 100% CH3CN+0.1% TFA, flow rate 1.0 ml/min); MS: 578 (M+1)+.

Provenance & Evidence