Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216411Generated: November 2, 2026

Dimethylformamide → 1-(2-acetyloxyethyl)-N-(3-cyano-4-neopentyloxyphenyl)-5-fluoro-2-methylindole-3-carboxamide

https://huagongshe.com/reaction/2216411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Acetoxy-2-bromoethaneHCID 13564—
ReactantN-(3-cyano-4-neopentyloxyphenyl)-5-fluoro-2-methyl-1H-indole-3-carboxamideHCID 21058042—
SolventWaterHCID 962—
Product1-(2-acetyloxyethyl)-N-(3-cyano-4-neopentyloxyphenyl)-5-fluoro-2-methylindole-3-carboxamideHCID 2194237730.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

N-(3-Cyano-4-neopentyloxyphenyl)-5-fluoro-2-methyl-1H-indole-3-carboxamide ¼ hydrate (0.8 g) obtained in Example 9,. potassium carbonate (0.2 g) and 2-bromoethyl acetate (0.4 g) were added to dimethylformamide (5 ml) and the mixture was stirred at 40° C. for 3 hr. Then the reaction mixture was treated with water and the oganic layer was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated. The residue was separated and purified by silica gel column chromatography (mobile phase: chloroform) to give the title compound (0.3 g). melting point: 124-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112594B2
Source datasetuspto-grants-2006_09
ORD IDord-000fcc7f54a2482fac3279dd1833830d
Source noteuspto-grants-2006_09