HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 89815638, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 89815457 | HCID 89815457 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89815638 | HCID 89815638 | 77.9% |
Reaction Steps
A solution of tert-butyl 5-(2-(4-methylpiperazin-1-yl)-4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1.680 g, 3.53 mmol) in 4 mL THF was treated with HCl 4N in dioxane (8.83 ml, 35.3 mmol) and was heated to reflux with a heat gun. The reaction mixture was allowed to stir for an additional hour then the reaction mixture was concentrated. Purification of the resulting residue by reverse phase column chromatography [RediSep Gold C18 150 g, 5-100% (0.1% NH4OH in MeOH)/(0.1% NH4OH in water)] gave 5-(2-(4-methylpiperazin-1-yl)-4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (1.031 g, 2.75 mmol,) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051311B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-d49ac74265914770b5217663f1925855 |
| Source note | uspto-grants-2015_06 |