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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747327Generated: October 31, 2026

Hydrochloric Acid → 2,2-Dimethyl-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]propionic acid

https://huagongshe.com/reaction/1747327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant2,2-Dimethyl-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl esterHCID 59497675—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2,2-Dimethyl-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]propionic acidHCID 2512589491.8%

Reaction Steps

Lithium hydroxide monohydrate (4.3 mg, 0.10 mmol) is dissolved in water (1.0 mL) and it is added into the solution of 2,2-Dimethyl-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester (28 mg, 0.069 mmol) in 1,4-dioxane (2.0 mL) at room temperature. The mixture is stirred for 60 hr and LCMS then 1.0 M HCl solution (1.0 mL) is added followed by water (15 mL). Then the mixture is extracted with EtOAc (3×30 mL) and the organic layers are combined, dried over MgSO4 and concentrated to give 25 mg (90%) of 2,2-Dimethyl-3-[3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3dihydro-benzimidazol-1-yl]propionic acid. LCMS (ESMS): m/z 395.17 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-e634585f9d1744fea0a0a3bd440a48ea
Source noteuspto-grants-2015_10