Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490096Generated: October 30, 2026

Ethyl Acetate → HCID 68997699, compound

https://huagongshe.com/reaction/490096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
ReactantHCID 59262248HCID 59262248—
CatalystNickel(II) bromideHCID 278492—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 68997699HCID 68997699—

Reaction Conditions

Temperature180 °C

Reaction Steps

To a solution of 5-bromo-3-methyl-N-(2-trimethylsilanylethoxymethyl)indazole 116 (0.5 g, 1.466 mmol) in NMP (10 mL) was added nickel bromide (0.321 g, 1.469 mmol) and sodium cyanide (0.144 g, 2.939 mmol). The reaction mixture was heated in a microwave reactor at 180° C. for 30 minutes. Ethyl acetate (100 mL) was added. The organic layer was washed with water and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by flash column chromatography to yield the desired 5-cyano-3-methyl-N-(2-trimethylsilanylethoxymethyl)indazole 117. (0.36 g, 1.254 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528132B2
Source datasetuspto-grants-2009_05
ORD IDord-90821c17fa164d5d8187c20db265c5c9
Source noteuspto-grants-2009_05