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

HRID 1675758Notes

Reaction equation

HRID 1675758 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: nil/z=306 (M+1).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-e888d19847044bea929b0076c3f42733
Source dataset
uspto-grants-2011_08
Patent number
US08003792B2

Reaction notes

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