Lithium hydroxide, monohydrate → (s)-2-[4-(3-Dimethylamino-2-fluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-4-methyl-pentanoic acid lithium salt

HRID 19155Notes

Reaction equation

C([O:3][C:4](=[O:27])[C@@H:5]([N:10]1[CH2:14][C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N:22]([CH3:24])[CH3:23])[C:17]=2[F:25])=[CH:12][C:11]1=[O:26])[CH2:6][CH:7]([CH3:9])[CH3:8])C.O.[OH-].[Li+:30]>O1CCCC1>[Li+:30].[CH3:24][N:22]([CH3:23])[C:18]1[C:17]([F:25])=[C:16]([CH:21]=[CH:20][CH:19]=1)[O:15][C:13]1[CH2:14][N:10]([C@@H:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:4]([O-:27])=[O:3])[C:11](=[O:26])[CH:12]=1

Participants

Conditions

Temperature: 20 °C

Procedure

To a solution containing (S)-2-[4-(3-dimethylamino-2-fluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-4-methyl-pentanoic acid ethyl ester (0.261 g, 0.001 mol) in tetrahydrofuran (4 mL) was treated with an aqueous solution of lithium hydroxide monohydrate (0.5N, 2 mL, 0.001 mol). The mixture was stirred at 20° C. for 2 h, and the solvents evaporated. The residue was dried under high vacuum and rinsed with diethyl ether to afford (S)-2-[4-(3-dimethylamino-2-fluoro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-4-methyl-pentanoic acid lithium salt (0.257 g, 100%) as a yellow solid.

Workup

customthe solvents evaporated
customThe residue was dried under high vacuum
washrinsed with diethyl ether

Sources & evidence

ORD record: ord-3da28c7c01e549e590b85924173d9111
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741327B2

Reaction notes

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