HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 45111427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67330403 | HCID 67330403 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 45111427 | HCID 45111427 | 50.6% |
Reaction Steps
4-[3-(4-Chlorophenyl)-pyrazolo[4,3-c]pyridin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (200 mg, 0.48 mmol) was dissolved in DCM (5 mL) and TFA (5 mL) was added. The reaction mixture was stirred at room temperature for 30 min. The solvents were removed in vacuo and the residue was dissolved in 1 M aq Na2CO3 solution (50 mL) and extracted with DCM (3×50 mL). The combined organic layers were dried (MgSO4) and the solvents removed in vacuo. The residue was purified by reverse phase HPLC (YMC ODS-A 100×20 mm, 5 μm, 25 mL/min, gradient 40% to 100% (over 7 min) then 100% (3 min) MeOH in 10% MeOH/water) to give 3-(4-chlorophenyl)-1-piperidin-4-yl-1H-pyrazolo[4,3-c]-pyridine (76 mg, 50.2%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633318B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a13f9e5f6cee4d83ad5bb38b76864285 |
| Source note | uspto-grants-2014_01 |