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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007023Generated: October 31, 2026

Ammonium Chloride → HCID 22502584, compound

https://huagongshe.com/reaction/1007023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
ReactantHCID 22503615HCID 22503615—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22502584HCID 2250258432.7%

Reaction Steps

A solution of the resulting 3-(4-bromophenyl)-1-(4-ethylpiperazin-1-yl)isoquinoline (0.61 g) in tetrahydrofuran (30 ml) was cooled to −78° C., followed by the dropwise addition of 1.6M n-BuLi (1.1 ml) in nitrogen atmosphere. Fifteen minutes later, a solution of tetrahydropyran-4-one (0.17 g) in tetrahydrofuran (1 ml) was added thereto, and the temperature of the reaction mixture was gradually raised to room temperature. Three hours later, an aqueous solution of saturated ammonium chloride was added thereto, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system), to give the title compound as a pale yellow oil (0.21 g, yield; 32.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790844B2
Source datasetuspto-grants-2004_09
ORD IDord-26dfff627b864041a08241ce7e82dd53
Source noteuspto-grants-2004_09