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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099716Generated: October 31, 2026

Succinic anhydride → N-(5-[2-[ethyl-(2,2,2-trifluoro-acetyl)-amino]-propyl}-benzo[1,3]dioxol-2-ylmethyl)-succinamic acid

https://huagongshe.com/reaction/2099716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinic anhydrideHCID 7922—
ReactantTriethylamineHCID 8471—
ReactantN-[2-(2-aminomethyl-benzo[1,3]dioxol-5-yl)-1-methyl-ethyl]-N-ethyl-2,2,2-trifluoro-acetamideHCID 22061562—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductN-(5-[2-[ethyl-(2,2,2-trifluoro-acetyl)-amino]-propyl}-benzo[1,3]dioxol-2-ylmethyl)-succinamic acidHCID 2196632386.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 558 mg (1.67 mmol) of 2J in 25 mL of 1,2 dichloroethane was added 435 mg (4.34 mmol) of succinic anhydride, 280 μL (2 mmol) of triethylamine and 112 mg (0.91 mmol) of 4-DMAP. The reaction mixture was allowed to stir at 40° C. under argon atmosphere for 2.5 hours. It was then diluted with 50 mL of ethyl acetate and washed with 3×30 mL of 5% ammonium chloride solution. The organic layer was dried (anhydrous Na2SO4) and concentrated under reduced pressure to dryness. The residue was purified by silica gel column chromatography to give 629 mg (1.45 mmol, 86%) of 2K as a colorless gum (M+H, 433).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569676B2
Source datasetuspto-grants-2009_08
ORD IDord-f61122a57b614950add88c4c8d630c84
Source noteuspto-grants-2009_08