O.[OH-].[Li+:3].[F:4][C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:6]=1[N:17]1[CH2:22][CH2:21][CH2:20][C@H:19]([C:23]([O:25]CC)=[O:24])[CH2:18]1.CO.O1CCCC1.[ClH:35]>O>[F:4][C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7][C:6]=1[N:17]1[CH2:22][CH2:21][CH2:20][C@H:19]([C:23]([OH:25])=[O:24])[CH2:18]1.[Li+:3].[Cl-:35]
Lithium hydroxide, monohydrate (0.013 g, 0.00030 mol) was added to ethyl (3S)-1-(2-fluoro-4-pyridin-4-ylphenyl)piperidine-3-carboxylate (0.050 g, 0.00015 mol) in methanol (0.5 mL, 0.01 mol), tetrahydrofuran (0.5 mL, 0.006 mol) and water (0.5 mL, 0.03 mol). The mixture was irradiated under microwave at 100° C. for 30 min. The reaction mixture was diluted with water and adjusted to pH=5 by adding 1N HCl. The volatiles were removed in-vacuo to afford the desired product and LiCl, which was used as a mixture in the next step.
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