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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62031Generated: October 28, 2026

4-Toluenesulfonyl chloride → HCID 66900711, compound

https://huagongshe.com/reaction/62031

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantAmmonium HydroxideHCID 14923—
Reactanttert-butyl [4-(2-ethyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamateHCID 67431480—
SolventChloroformHCID 6212—
ProductHCID 66900711HCID 66900711—

Reaction Steps

To a solution of tert-butyl[4-(2-ethyl-5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate in chloroform was added p-toluene sulfonyl chloride (1.2 eq.) followed by aq.ammonium hydroxide solution. The resulting reaction mixture was stirred at room temperature for overnight. Reaction mixture was washed with saturated sodium bicarbonate solution. Organic layer separated, dried over anhydrous sodium sulphate and concentrated under reduced pressure to yield sticky solid, which was then purified using silica gel column chromatography to afford tert-butyl[4-(4-amino-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]tetrahydro-2H-pyran-4-ylcarbamate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446040B2
Source datasetuspto-grants-2016_09
ORD IDord-c122c7bbbd524d09998611ce191e60ab
Source noteuspto-grants-2016_09