HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 178510238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 68721995 | HCID 68721995 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178510238 | HCID 178510238 | 55.6% |
Reaction Steps
To a solution of 4-chloro-N-({4-chloro-3-[(3-cyano-4-fluorophenyl)oxy]-2-fluorophenyl}methyl)-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide (45 mg, 0.081 mmol) in DCM (4 ml) was added TFA (2.0 mL) and the reaction mixture was stirred at RT for 2 hours. The solvent was removed and the crude material was purified via reverse phase HPLC to give 4-chloro-N-({4-chloro-3-[(3-cyano-4-fluorophenyl)oxy]-2-fluorophenyl}methyl)-1H-imidazole-5-carboxamide (19 mg, 0.045 mmol, 55% yield). 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.74 (s, 1H) 7.29-7.40 (m, 3H) 7.13-7.29 (m, 2H) 4.61 (s, 2H). LC-MS (ES+) m/z 423.12, [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-1be138b0e61d4b6bacd493a2910de5da |
| Source note | uspto-grants-2012_11 |