Lithium Hydroxide → {3-[2-(Dimethylamino)-2-oxoethyl]-5,7-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetic acid

HRID 1921181Notes

Reaction equation

HRID 1921181 reaction equation
[OH-].[Li+].[CH3:3][N:4]([CH3:25])[C:5](=[O:24])[CH2:6][N:7]1[C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[C:15]([CH3:16])[C:10]=2[N:9]([CH2:18][C:19]([O:21]C)=[O:20])[C:8]1=[O:23]>C1COCC1.O>[CH3:25][N:4]([CH3:3])[C:5](=[O:24])[CH2:6][N:7]1[C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[C:15]([CH3:16])[C:10]=2[N:9]([CH2:18][C:19]([OH:21])=[O:20])[C:8]1=[O:23]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86619733Methyl {3-[2-(dimethylamino)-2-oxoethyl]-5,7-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetate

Product 1

HCID 59279577{3-[2-(Dimethylamino)-2-oxoethyl]-5,7-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide (131 mg, 3.12 mmol) was added to a solution of methyl {3-[2-(dimethylamino)-2-oxoethyl]-5,7-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetate from Step A (333 mg, 1.04 mmol) in THF (3 mL) and H2O (1 mL). After 72 h, H2O was added and the precipitate was collected by filtration to give the title compound. MS: m/z=306 (M+1).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-fe0b92d65e81416b949e2f31c01267eb
Source dataset
uspto-grants-2012_05
Patent number
US08173655B2

Reaction notes

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