HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59201220, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59201266 | HCID 59201266 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59201220 | HCID 59201220 | 92.3% |
Reaction Steps
A solution of lithium hydroxide (41 mg, 1.702 mmol) in water (1 ml) was added to a stirred solution of methyl {(2S,4R)-1-[(1R,4R/S)-5-(benzyloxy)-4-methyl-1-(3,3,3-trifluoropropyl)pentyl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate (Step 1, 200 mg, 0.340 mmol) in THF (2 ml) at RT. The mixture was stirred at RT o/n. 2N HCl (1 ml) was added The pH of the aqueous layer was adjusted to 7 with NaHCO3 (aq). The aqueous layer was extracted with DCM (×3). The combined extracts were dried (Na2SO4), filtered and evaporated. The residue was purified by chromatography (silica, 2-4% MeOH/DCM) to give the title compound (180 mg) as a colourless foam/M/Z 574 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389547B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-8498b0639c234e84a7dce8347484ebd7 |
| Source note | uspto-grants-2013_03 |