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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55690Generated: October 30, 2026

Potassium Carbonate → N-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethvl]-2,3-dihydro-5-(triisopropylsilyl)oxy-1H-isoindole difumarate

https://huagongshe.com/reaction/55690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(4-(6-Fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)ethan-1-amineHCID 14699857—
Reactant1,2-Dibromo-4-(triisopropyisilyl)oxy-xyleneHCID 67071004—
SolventAcetonitrileHCID 6342—
ProductN-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethvl]-2,3-dihydro-5-(triisopropylsilyl)oxy-1H-isoindole difumarateHCID 67071185—

Reaction Steps

A mixture of 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethylamine (1.52 g, 5.73 mmol), 1,2-dibromo-4-(triisopropylsilyl)oxy-xylene (2.4 g, 5.7 mmol) and K2CO3 (1.8 g, 13 mmol) in acetonitrile (300 ml) was stirred overnight (18 hours) at room temperature. The mixture was filtered and the solvent was stripped. The residue was purified by flash chromatography over a silica gel column (7 gm of SiO2 ; eluted with 1-3% CH3OH in dichloromethane. The product thus purified (weight: 900 mg) was converted to the fumarate salt by treatment with fumaric acid (194 mg) in hot ethanol. The crystals were collected and weighed 590 mg, m.p. 208°-210° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05624927
Source datasetuspto-grants-1997_04
ORD IDord-bb623dcdcba84f31946d992f5c3f00d4
Source noteuspto-grants-1997_04