HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid water → 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid water | HCID 22392675 | — |
| Reactant | tert-butyl 4-(5-chloro-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)piperidine-1-carboxylate | HCID 66652167 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 104607 | 90% |
Reaction Steps
A solution of 4-(5-chloro-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (1.50 g, 4.3 mmol) and H2O/TFA 5% (15 mL) in CH2Cl2 (20 ml) was stirred at room temperature for 1 h, after which the solvent was removed in vacuo. The residue was purified by gradient flash chromatography on silica gel (CH2Cl2 to EtOH), yielding an off-white/pinkish solid (0.97 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07388020B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-b15cfeceb3f5479d88f6e9e8bede1813 |
| Source note | uspto-grants-2008_06 |