[O-]P([O-])([O-])=O.[K+].[K+].[K+].[CH2:9]([O:11][C:12]([C:14]1[C:18]([CH3:19])=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22](Br)[CH:21]=2)[N:16]([CH3:27])[N:15]=1)=[O:13])[CH3:10].[O:28]1[C:32](B(O)O)=[CH:31][C:30]2[CH:36]=[CH:37][CH:38]=[CH:39][C:29]1=2>>[CH2:9]([O:11][C:12]([C:14]1[C:18]([CH3:19])=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:32]2[O:28][C:29]3[CH:39]=[CH:38][CH:37]=[CH:36][C:30]=3[CH:31]=2)[N:16]([CH3:27])[N:15]=1)=[O:13])[CH3:10]In analogy to the procedure described in Example 14C] but with 2.8 eq of K3PO4, 5-(3-bromo-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester and benzo[b]furan-2-boronic acid gave 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester in 73% yield as light brown foam. MS: 361.4 (MH+).
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