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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747460Generated: October 31, 2026

Trifluoroacetic acid → Methyl 3-[(6-bromo-2,3-dihydro-2-oxo-1H-indol-4-yl)methyl]-2,3-dihydro-2-oxo-β-propyl-1H-benzimidazole-1-propanoate

https://huagongshe.com/reaction/1747460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 67360592HCID 67360592—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-[(6-bromo-2,3-dihydro-2-oxo-1H-indol-4-yl)methyl]-2,3-dihydro-2-oxo-β-propyl-1H-benzimidazole-1-propanoateHCID 6736073046.4%

Reaction Steps

6-Bromo-2-tert-butoxycarbonyloxy-4-[3-(1-methoxycarbonylmethyl-butyl)-2-oxo-2,3-dihydro-benzoimidazol-1-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (200 mg, 0.28 mmol) is dissolved in dichloromethane (5 mL) and then trifluoroacetic acid is added (2 mL). The reaction is stirred for 1 hour then evaporated in vacuo to give an oil that is purified by preparative reverse phase LC to give the title compound (63 mg 0.13 mmol 44%). LCMS (ESMS): m/z 487.6 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-7585f764c49248f3837516f270dc23d4
Source noteuspto-grants-2015_10