HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67360592 | HCID 67360592 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 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 | HCID 67360730 | 46.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150556B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-7585f764c49248f3837516f270dc23d4 |
| Source note | uspto-grants-2015_10 |