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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873044Generated: November 1, 2026

Potassium Carbonate → 6,7-Dimethoxy-2-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-2-hydroxy-1-propyl]1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/1873044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 6456035—
ReactantN-(2,3-epoxypropyl)-4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidineHCID 15285697—
SolventIsopropanolHCID 3776—
Product6,7-Dimethoxy-2-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-2-hydroxy-1-propyl]1,2,3,4-tetrahydroisoquinolineHCID 1528568011%

Reaction Steps

A stirred mixture of 1-(2,3-epoxypropyl)-4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (3.2 g, 11.6 mmol), K2CO3 (2 gm, 1.25 eq) and 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3.3 g, 1.25 eq) in isopropyl alcohol (200 ml) was heated at reflux for 6 hours. The mixture was cooled and filtered. The solvent was removed to about 50 ml and the solution was allowed to stand overnight. Crystals (0.6 g) formed and were collected. The mother liquor was concentrated to a white solid. Recrystallization twice from ethanol yielded the product (1.95 g, m.p. 153-154° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110938
Source datasetuspto-grants-2000_08
ORD IDord-9d06f3c0e7044724bc791c26645d35d6
Source noteuspto-grants-2000_08