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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747389Generated: November 2, 2026

Trifluoroacetic acid → (2S)-2-{3-[(4-methyl-1-benzothien-3-yl)methyl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}propanoic acid

https://huagongshe.com/reaction/1747389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-2-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid tert-butyl esterHCID 59497577—
SolventDichloromethaneHCID 6344—
Product(2S)-2-{3-[(4-methyl-1-benzothien-3-yl)methyl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}propanoic acidHCID 5949744467.3%

Reaction Steps

To a solution of (S)-2-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid tert-butyl ester (0.12 g, 0.28 mmol) in CH2Cl2 (5 mL) was added TFA (2 mL). The reaction mixture was stirred at room temperature for 3 h. When the reaction was complete, the reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried over Na2SO4 and concentrated. When a small amount of CH2Cl2 (˜3 mL) was added to the resulting residue, a white solid came out of the solution. This solid was filtered and dried to afford 69 mg (66%) of the titled compound. LCMS (ESMS): m/z 367.23 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-c9c6fd3de05b44728c2e274914ac8856
Source noteuspto-grants-2015_10