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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449989Generated: October 30, 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/1449989

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. ANALYSIS: Calculated for C26H32FN3O4 : 66.51%C 6.87%H 8.95%N Found: 66.51%C 7.05%H 8.83%N

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599821
Source datasetuspto-grants-1997_02
ORD IDord-5aacab8a45044a62ba4781bda9f9004a
Source noteuspto-grants-1997_02