HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58189143, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 86651999 | HCID 86651999 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58189143 | HCID 58189143 | 99% |
Reaction Steps
The intermediate 2-((S)-2-benzyl-4-(8-methoxy-2-(trifluoromethyl)quinolin-5-yl)piperazin-1-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acetamide (130 mg, 0.23 mmol) was dissolved in MeOH (5 mL) and water (1 mL) and treated with a 4 N HCl solution in dioxane (250 mL). The resulting mixture was allowed to stir for 16 h after which time the reaction was evaporated to a small volume and partitioned between EtOAc (20 mL) and water (10 mL). The solution was adjusted to pH ˜7 with a saturated aqueous NaHCO3 solution and the organic portion further washed with brine (2×5 mL), dried over Na2SO4, filtered, and evaporated to afford the title compound as a yellow solid (108 mg, 97%). LC/MS (Method A) 5.16 min, [M+1]+ 475.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927546B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-f0eb544843404f78b62c7200ea72f676 |
| Source note | uspto-grants-2015_01 |