HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[4-(3-Chloro-4-fluoro-phenyl)-1-(2-hydroxy-ethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67265260 | HCID 67265260 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[4-(3-Chloro-4-fluoro-phenyl)-1-(2-hydroxy-ethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 67264909 | 89% |
Reaction Steps
Dissolve 4-{4-(3-chloro-4-fluoro-phenyl)-1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-imidazol-2-yl}-piperidine-1-carboxylic acid tert-butyl ester (6.85 g; 13.48 mmol) in THF (200 mL) and add 1M aqueous hydrogen chloride (20 mL) and stir 18 h at RT. Dilute with EA, wash with saturated sodium bicarbonate, brine, dry with anhydrous MgSO4, filter, and evaporate. Purify the residue on 330 g silica gel with 2:1 DCM/EA to provide the title compound (5.07 g; 89%) as a white crystalline solid. MS (ES): m/z=424 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148387B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-00ba198a8dbe455cbfbf882211bd6b36 |
| Source note | uspto-grants-2012_04 |