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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25794Generated: October 25, 2026

Sodium bis(trimethylsilyl)amide → HCID 10005864, compound

https://huagongshe.com/reaction/25794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant4-(1-methanesulfonyloxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl esterHCID 20760335—
Reactant4-{1-[2-(3-Bromophenyl)ethoxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 3-Bromophenethyl alcoholHCID 69153760—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10005864HCID 10005864—

Reaction Steps

4-{1-[2-(3-Bromophenyl)ethoxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 3-Bromophenethyl alcohol (37 μL) was treated with 277 μL of 1 M solution of sodium bis(trimethylsilyl)amide in THF and 86 mg of 4-(1-methanesulfonyloxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester to give alkylated product, which was deprotected to yield 13.6 mg of the title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858627B2
Source datasetuspto-grants-2005_02
ORD IDord-7b7c347ecd19433da37959625102c43d
Source noteuspto-grants-2005_02