[OH:1][CH2:2][C@H:3]([CH3:33])[O:4][C:5]1[CH:6]=[C:7]([CH:20]=[C:21]([C:23]([NH:25][C:26]2[CH:31]=[N:30][C:29]([CH3:32])=[CH:28][N:27]=2)=[O:24])[CH:22]=1)[O:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:10]=1.O.[OH-].[Li+]>C1COCC1.O>[OH:1][CH2:2][C@H:3]([CH3:33])[O:4][C:5]1[CH:6]=[C:7]([CH:20]=[C:21]([C:23]([NH:25][C:26]2[CH:31]=[N:30][C:29]([CH3:32])=[CH:28][N:27]=2)=[O:24])[CH:22]=1)[O:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1A solution of ethyl 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoate (0.4 g, 0.88 mmol) in THF (16 mL) was added to a solution of lithium hydroxide monohydrate (0.19 g, 4.43 mmol) in water (8 mL). The mixture was stirred at RT for 72 hours and the THF removed in vacuo. The aqueous layer was acidified with 1M hydrochloric acid (10 mL), and the solid precipitate filtered off, washed with water and dried in vacuo to give the desired compound (0.22 g). The material was used without further purification.
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