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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510129Generated: November 3, 2026

Isopropyl iodide → Methyl 1-isopropyl-1H-indole-6-carboxylate

https://huagongshe.com/reaction/1510129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantCesium carbonateHCID 10796—
ReactantMethyl indole-6-carboxylateHCID 639844—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ProductMethyl 1-isopropyl-1H-indole-6-carboxylateHCID 10608809—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 1H-indole-6-carboxylate (5.00 g, 28.5 mmol) and cesium carbonate (18.6 g, 57.1 mmol) in DMPU (50 mL) was added 2-iodopropane (3.71 mL, 37.1 mmol). After stirring at 80° C. for 4 h, the solution was cooled to rt, poured onto ether, washed with H2O (three times) and brine, dried with Na2SO4, and concentrated. The crude compound was chromatographed to give the desired product. LCMS (M+1)=218.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211904B2
Source datasetuspto-grants-2012_07
ORD IDord-e30cd19d858c490c8254468f5d04a8a9
Source noteuspto-grants-2012_07