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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765790Generated: November 1, 2026

Triethylamine → 2-{4-[5-(Cyclopropyl-methyl-amino)-4-methoxy-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-2-methyl-propionic acid methyl ester

https://huagongshe.com/reaction/1765790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant5-(Cyclopropyl-methyl-amino)-2-ethynyl-8,8-dimethyl-methoxy-5,6,7,8-tetrahydro-naphthaleneHCID 21107196—
ReactantMethyl-2-(4-iodophenyl)-2-methyl-propionateHCID 21107277—
CatalystHCID 178418476HCID 178418476—
SolventHexaneHCID 8058—
Product2-{4-[5-(Cyclopropyl-methyl-amino)-4-methoxy-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-2-methyl-propionic acid methyl esterHCID 57424246—

Reaction Steps

Following General Procedure B and using 5-(cyclopropyl-methyl-amino)-2-ethynyl-8,8-dimethyl-4-methoxy-5,6,7,8-tetrahydro-naphthalene (Intermediate 81, 0.090 g, 0.32 mmol), methyl-2-(4-iodophenyl)-2-methyl-propionate (Reagent-2, 0.097 g, 0.3 mmol), triethyl amine (8 mL) copper(I)iodide (0.019 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.07 g, 0.1 mmol) followed by flash column chromatography over silica gel (230–400 mesh) using 5–20% ethyl acetate in hexane as the eluent, the title compound was obtained as a solid (0.09 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226951B2
Source datasetuspto-grants-2007_06
ORD IDord-5749cc2ed2cb479cb02c833e7f63c17c
Source noteuspto-grants-2007_06