Lithium Hydroxide → (2S)-3,3-dimethyl-2-{3-[(1-methyl-1H-benzimidazol-2-yl)methyl]-2-oxo-1-imidazolidinyl}butanoic Acid

HRID 243599Notes

Reaction equation

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

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of the product of Example 148E (37 mg) in tetrahydrofuran (0.26 mL) and water (0.13 mL) was treated with LiOH (6.1 mg, 1.4 equivalents), stirred at 25° C. for 16 hours, quenched with 1N HCl (0.15 mL) at 0° C., and the solvents were evaporated to give the crude product to be used without further purification.

Workup

customquenched with 1N HCl (0.15 mL) at 0° C.
customthe solvents were evaporated

Sources & evidence

ORD record: ord-f7ce31822e9d4831bcba26e63936566f
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653141B2

Reaction notes

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