[C:1]([O:5][C:6](=[O:23])[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=2)=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:24][C:25]1[N:30]=[C:29](Cl)[CH:28]=[CH:27][N:26]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:1]([O:5][C:6](=[O:23])[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:27]3[CH:28]=[CH:29][N:30]=[C:25]([Cl:24])[N:26]=3)[CH:17]=2)=[CH:12][CH:11]=1)([CH3:4])([CH3:2])[CH3:3]A mixture of [2-(3′-hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert -butyl ester (552 mg), 2,4-dichloropyrimidine (189 mg) and potassium carbonate (252 mg) in DMF (10 ml) is stirred at rt for 20 h. This mixture is quenched with brine and extracted twice with EtOAc. The combined organic phases are dried over sodium sulfate, the solvent is evaporated and the resulting crude product is purified on silica (60 g) with cyclohexane/EtOAc 80/20 to afford pure {2-[3′-(2-chloro-pyrimidin-4-yloxy)-biphenyl-4-yl]-ethyl}carbamic acid tert-butyl ester.
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