Cl[C:2]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:14]([NH:22][CH:23]2[CH2:25][CH2:24]2)[N:5]2[N:6]=[C:7]3[C:12]([CH:11]=[C:10]([F:13])[CH:9]=[CH:8]3)=[C:4]2[N:3]=1.[C:26]([O:30][C:31](=[O:52])[NH:32][C:33]1([C:37]2[CH:42]=[CH:41][C:40](B3OC(C)(C)C(C)(C)O3)=[CH:39][CH:38]=2)[CH2:36][CH2:35][CH2:34]1)([CH3:29])([CH3:28])[CH3:27].C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>C(COC)OC.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.[Fe]>[C:26]([O:30][C:31](=[O:52])[NH:32][C:33]1([C:37]2[CH:38]=[CH:39][C:40]([C:2]3[C:15]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[C:14]([NH:22][CH:23]4[CH2:25][CH2:24]4)[N:5]4[N:6]=[C:7]5[C:12]([CH:11]=[C:10]([F:13])[CH:9]=[CH:8]5)=[C:4]4[N:3]=3)=[CH:41][CH:42]=2)[CH2:34][CH2:35][CH2:36]1)([CH3:29])([CH3:27])[CH3:28]300 mg (0.9 mmol) (2-Chloro-9-fluoro-3-phenylpyrimido[1,2-b]indazol-4-yl)-cyclopropylamine, 444.4 mg (1.2 mmol) {1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester, 1.6 mL aqueous sodium carbonate (10%) and 31.2 mg (0.04 mmol) 1,1 bis(diphenylphosphino)ferrocenedichloropalladium(II) were given in 2.9 mL dimethoxyethane and heated for 40′ in the microwave at 120° C. The reaction mixture was poured on water and ethyl acetate and stirred vigorously for 30 minutes. The organic phase was separated and washed twice with brine. After drying with sodium sulfate the solvent was removed and the crude residue (720 mg) was used in the next step without further purification.
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