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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921756Generated: October 31, 2026

Methyl iodide → HCID 86708637, compound

https://huagongshe.com/reaction/921756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Nitro-1H-indazole-3-carbonitrileHCID 22567219—
SolventDimethylacetamideHCID 31374—
ProductHCID 86708637HCID 8670863783.2%

Reaction Steps

5-nitro-1H-indazole-3-carbonitrile (150 mg, 0.797 mmol) was taken up in DMA (4 mL) and K2CO3 (331 mg, 2.392 mmol) was added, followed by drop wise addition of MeI (0.060 mL, 0.957 mmol). The reaction was stirred at room temperature overnight. The reaction mixture was quenched with a saturated solution of NaHCO3 and Na2S2O3, and then diluted with EtOAc. The organic layer was washed with saturated NaHCO3, then brine, and dried over Na2SO4, filtered, and concentrated. The material was purified by flash column chromatography eluting with 0%-50% EtOAc/Hex. 1-methyl-5-nitro-1H-indazole-3-carbonitrile (134 mg) was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-56f97cf6a20646e68dfb562288829536
Source noteuspto-grants-2016_03