HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(2-Chloro-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 4-(4-chloro-3-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate | HCID 66875839 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Chloro-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine | HCID 66875465 | 113.6% |
Reaction Steps
To a solution of tert-butyl 4-(4-chloro-3-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (280 mg, 0.597 mmol) in CH2Cl2 (3 mL) cooled to 0° C. was added TFA (0.46 mL, 5.97 mmol). The resulting mixture was stirred for 2 h at RT. The reaction was concentrated and then partitioned between saturated NaHCO3 solution and CH2Cl2. The organic extract was dried over Na2SO4, and concentrated under reduced pressure to give the title compound (250 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044052B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-02e3161af27a4b65baf78c3b85f6c8ab |
| Source note | uspto-grants-2011_10 |