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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172322Generated: October 31, 2026

Hydrochloric Acid → HCID 89815638, compound

https://huagongshe.com/reaction/2172322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 89815457HCID 89815457—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89815638HCID 8981563877.9%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051311B2
Source datasetuspto-grants-2015_06
ORD IDord-d49ac74265914770b5217663f1925855
Source noteuspto-grants-2015_06