Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595133Generated: October 29, 2026

Methyl iodide → 2-Methyl-2H-indazole-7-carbonitrile

https://huagongshe.com/reaction/595133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant1H-Indazole-7-carbonitrileHCID 25022685—
SolventAcetonitrileHCID 6342—
Product2-Methyl-2H-indazole-7-carbonitrileHCID 44119260—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1H-indazole-7-carbonitrile (1 equiv.) in acetonitrile, Cs2CO3 (1.3 equiv.) and MeI (3 equiv.) was added and reaction was heated at 80° C. for 1.5 h. On completion, it was cooled and quenched by addition of water. Extraction was carried out using ethyl acetate. Organic layer was dried over Na2SO4 and crude compound was column purified to afford the title compound. (Polar isomer confirmed as N-2-Methyl and non-polar isomer confirmed as N-1-Methyl by NOE experimentation).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243001B2
Source datasetuspto-grants-2016_01
ORD IDord-3de23e96bde142beabdf0fff4757cd0c
Source noteuspto-grants-2016_01