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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739331Generated: October 29, 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/1739331

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 numberUS05965546
Source datasetuspto-grants-1999_10
ORD IDord-177f8a5f4ec64d7fbd7f2f38f05eff2d
Source noteuspto-grants-1999_10