[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][N:11]=1)(=[O:9])=[O:8].CC1(C)C2C=CC=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=2OC2C1=CC=CC=2P(C1C=CC=CC=1)C1C=CC=CC=1.[Cl:59][C:60]1[CH:72]=[CH:71][C:63]([CH2:64][N:65]2[CH:69]=[C:68]([NH2:70])[CH:67]=[N:66]2)=[CH:62][CH:61]=1.CN(C)C(=O)C.CC(C)([O-])C.[Na+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:59][C:60]1[CH:72]=[CH:71][C:63]([CH2:64][N:65]2[CH:69]=[C:68]([NH:70][C:13]3[CH:14]=[CH:15][C:10]([S:7]([NH:6][C:2]4[S:1][CH:5]=[CH:4][N:3]=4)(=[O:9])=[O:8])=[N:11][CH:12]=3)[CH:67]=[N:66]2)=[CH:62][CH:61]=1Into a Vial was added the 5-Bromo-pyridine-2-sulfonic acid thiazol-2-ylamide (50 mg, 0.0002 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (11 mg, 0.000019 mol), Tris(dibenzylideneacetone)dipalladium(0) (5.7 mg, 0.0000062 mol), 1-(4-Chloro-benzyl)-1H-pyrazol-4-ylamine (39 mg, 0.00019 mol) and N,N-Dimethylacetamide (2.1 mL, 0.022 mol). The mixture was sparged with argon for ˜5 min. Sodium tert-butoxide (75 mg, 0.00078 mol) was added and the reaction mixture was heated at 120° C. for 30 min in microwave. The reaction mixture was filtered through celite. The filtrate was diluted with Ethyl acetate and washed with 0.1 N HCl solution, water (3×) and brine, dried over sodium sulfate, filtered and was concentrated to give the crude product that was purified on ISCO (40% to 100% Ethyl acetate). 16.8 mg of the product was obtained as a light tan solid.
読み込み中…