HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59201216, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59201248 | HCID 59201248 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59201216 | HCID 59201216 | 43.4% |
Reaction Steps
A solution of lithium hydroxide (26.2 mg, 1.095 mmol) in water (1.000 ml) was added to a stirred solution of methyl{(2S,4R)-1-[(1R,4R/S)-5-hydroxy-4-methyl-1-(3,3,3-trifluoropropyl)pentyl]-2-[4-(trifluoromethyl)phenyl]piperidin-4-yl}acetate (Example 32, Step 1, 109 mg, 0.219 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, 2-4-8% MeOH/DCM) to give the title compound (mixture of diastereomers, 46 mg) as a colourless foam. M/Z 484 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389547B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-b929ebd9400144f295108a0a72437414 |
| Source note | uspto-grants-2013_03 |