HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-[(1-Methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,1-Dimethylethyl 4-{6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate | HCID 57423918 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[(1-Methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one | HCID 57423919 | 89.4% |
Reaction Steps
A solution of 1,1-dimethylethyl 4-{6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate (D49, 351 mg, 0.93 mmol) in dichloromethane (5 ml) was treated with trifluoroacetic acid (3 ml) and stirred under argon for 1 hr. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate (×3). The combined extract was concentrated under vacuum to leave the title compound as an orange oil (229 mg, 89%). M++H=276.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288413B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-3b3b3fc8cd994b4da34ff98fc9782191 |
| Source note | uspto-grants-2012_10 |