HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-butyl[4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-yl]carbamate | HCID 117682912 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-amine | HCID 117678318 | — |
Reaction Steps
Compound C2 (17.4 g, 59.7 mmol) in dichloromethane (120 mL) was treated with trifluoroacetic acid (23.0 mL, 299 mmol) and allowed to stir for 18 hours at room temperature. Excess 1 N aqueous sodium hydroxide solution was added, and the mixture was stirred vigorously for 15 minutes. The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the product as a brown solid. Yield: 9.95 g, 52.0 mmol, 87%. LCMS m/z 192.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296761B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-e371db94b6054dffbaef7eb17907daea |
| Source note | uspto-grants-2016_03 |