[CH3:1][O:2][C:3]([C:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C:15]3[CH:20]=[C:19](Cl)[N:18]=[C:17]([NH2:22])[N:16]=3)=[CH:13][C:8]=2[O:7][CH:6]=1)=[O:4].N1C=CC=CC=1>C1COCC1.[Pd]>[CH3:1][O:2][C:3]([C:5]1[C:9]2[CH:10]=[CH:11][C:12]([O:14][C:15]3[CH:20]=[CH:19][N:18]=[C:17]([NH2:22])[N:16]=3)=[CH:13][C:8]=2[O:7][CH:6]=1)=[O:4]A solution of 9.2 g (28.8 mMol) 6-(2-amino-6-chloro-pyrimidin-4-yloxy)-benzofuran-3-carboxylic acid methyl ester and 23.4 ml (0.29 Mol) pyridine in 1 l THF is hydrogenated in presence of 3.9 g Pd/C 10% during 5 h. The mixture is filtered through a pad of celite and char coal, the solid washed extensively with THF and MeOH and the filtrate concentrated. The residue is stirred with 400 ml EtOAc and 200 ml water. Filtration of the suspension and washing with water and EtOAc yields the title compound: m.p.: 194-196° C.; MS: [M+1]+=286. The aq. layer is separated off from the filtrate and extracted 3 times with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and concentrated. Trituration from ether and EtOAc yields more of the title compound.
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