[F:1][C:2]([F:35])([F:34])[C:3]([C:9]1[CH:10]=[C:11](/[CH:15]=[C:16]2/[C:17](=[O:33])[C:18]3[C:23]([CH2:24]/2)=[CH:22][C:21]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[C:20]([O:31][CH3:32])[CH:19]=3)[CH:12]=[N:13][CH:14]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]>CO.[Pd]>[F:34][C:2]([F:1])([F:35])[C:3]([C:9]1[CH:10]=[C:11]([CH2:15][CH:16]2[CH2:24][C:23]3[C:18](=[CH:19][C:20]([O:31][CH3:32])=[C:21]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH:22]=3)[C:17]2=[O:33])[CH:12]=[N:13][CH:14]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]The 263 (50 mg, 0.090 mmol) was dissolved in methanol 25 ml, Pd/C 40 mg added, and the reaction stirred under H2 balloon for 6 h. The reaction was filtered through celite bed and washed with excess methanol. The organic layer was concentrated to get the crude, which was purified by flash chromatography using 100-200 mesh silica gel. The crude compound 264 was eluted at 20% ethyl acetate in hexane as half white coloured solid 2-((5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyridin-3-yl)methyl)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 264.
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