Br[C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH2:8][N:7]([C:11]3[S:12][C:13]4[CH2:14]C(C)(C)N[C:17](=O)[C:18]=4[N:19]=3)[C:6]=2[CH:23]=1.[NH:24]1[CH:28]=[CH:27][C:26](B(O)O)=[N:25]1.C([O-])([O-])=O.[Na+].[Na+].[OH2:38]>COCCOC.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:5][C:6]1([CH3:23])[NH:7][C:14](=[O:38])[C:13]2[S:12][C:11]([N:7]3[C:6]4[CH:23]=[C:2]([C:26]5[NH:25][N:24]=[CH:28][CH:27]=5)[CH:3]=[CH:4][C:5]=4[O:10][CH2:9][CH2:8]3)=[N:19][C:18]=2[CH2:17]1A stirred suspension of Example 39 (0.050 g, 0.14 mmol), 3-pyrazoleboronic acid (0.055 g, 0.42 mmol), Na2CO3 (0.045 g, 0.42 mmol) and tetrakis(triphenylphosphine)-palladium(0) (0.005 g) in a mixture of DME (4 mL) and water (1 mL) was heated to 140° C. in a sealed tube, under microwave irradiation, for 30 minutes. After cooling to r.t., the reaction mixture was concentrated in vacuo. Purification by preparative HPLC (Method 7) gave the title compound (0.0318 g, 60%) as an off-white solid. δH (CDCl3/CD3OD) 8.20 (1H, s), 7.60 (1H, s), 7.40 (1H, dd, J 8.7 and J 2.1 Hz), 7.00 (1H, d, J 8.5 Hz), 6.50 (1H, s), 4.40 (2H, m), 4.10 (2H, m), 2.90 (2H, s), 1.40 (6H, s). LCMS (ES+) 381.0 (M)+, RT 2.85 minutes (Method 2).
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