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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743624Generated: October 31, 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/743624

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 numberUS05556858
Source datasetuspto-grants-1996_09
ORD IDord-c1adae9ee4fe4556ad4a2d418a6e7d21
Source noteuspto-grants-1996_09