Lithium Hydroxide → HCID 67363350, compound

Reaction equation

C([O:3][C:4](=[O:36])[CH2:5][C@H:6]([NH:14][C:15]([C:17]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2([CH3:28])[CH2:27][O:26][CH2:25]2)[N:19]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[N:18]=1)=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])C.[OH-].[Li+]>C1COCC1.O>[F:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[N:19]1[C:20]([O:22][CH2:23][C:24]2([CH3:28])[CH2:27][O:26][CH2:25]2)=[CH:21][C:17]([C:15]([NH:14][C@H:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH3:13])[CH2:5][C:4]([OH:36])=[O:3])=[O:16])=[N:18]1

Participants

Procedure

100 mg (0.2 mmol) of (S)-3-{[1-(2-fluoro-phenyl)-5-(3-methyl-oxetan-3-ylmethoxy)-1H-pyrazole-3-carbonyl]-amino}-3-(2-methyl-phenyl)-propionic acid ethyl ester were dissolved in a mixture of THF, MOH and water (2 ml each), and 14.5 mg (0.61 mmol) of lithium hydroxide were added. The mixture was stirred overnight at room temperature and the solvent removed. The residue was subjected to column chromatography (silica gel, DCM/MOH 9:1) to give 75 mg (75%) of the title compound.