Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655052Generated: October 31, 2026

Methyl N-methylindole-6-carboxylate → HCID 54440772, compound

https://huagongshe.com/reaction/1655052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-methylindole-6-carboxylateHCID 639843—
Reactant2-(4-Chloromethylphenoxy)methylquinolineHCID 14774163—
CatalystSilver(II) oxideHCID 92152—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54440772HCID 54440772—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 1-methylindole-6-carboxylic acid methyl ester (Example 10, part i) (1.5 g) and 4-(quinolin-2-ylmethoxy)benzyl chloride (2.43 g) in dioxan (15 ml), silver oxide (2 g) was added and the suspension heated at 70° C. overnight. The solvent was removed in vacuo, the residue ultrasonicated with ethylacetate and insoluble material removed by filtration through celite. The filtrate was evaporated to dryness and the residue purified by chromatography on flash silica, eluting with petroleum spirit 40°-60° C./diethyl ether (1:1) to give the product as a white solid. A small quantity was crystallised from petroleum spirit 40°-60° C./diethyl ether (1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05410061
Source datasetuspto-grants-1995_04
ORD IDord-c47c8ba217624351af2e802d8d1a3195
Source noteuspto-grants-1995_04