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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660307Generated: October 29, 2026

Dimethylformamide → N-(4-tert-Butylbenzyl)-2-(quinoxalin-6-yl)propanamide

https://huagongshe.com/reaction/660307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantGlyoxalHCID 7860—
ReactantN-(4-tert-Butyl-benzyl)-2-(3,4-diamino-phenyl)-propionamideHCID 57742164—
SolventWaterHCID 962—
ProductN-(4-tert-Butylbenzyl)-2-(quinoxalin-6-yl)propanamideHCID 25222518—

Reaction Steps

To the flask of N-(4-tert-butyl-benzyl)-2-(3,4-diamino-phenyl)-propionamide (81 mg, 0.249 mmol) was added glyoxal (4 mL, 40% in water soln.) at room temperature, and additionally added DMF (4 mL) because SM was not soluble in glyoxal sufficiently. The reaction mixture was refluxed for 2 hrs then cooled to room temperature. The mixture was diluted with H2O (25 mL) and extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes (1:1) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084484B2
Source datasetuspto-grants-2011_12
ORD IDord-437390e739434135a24b12ded5d86896
Source noteuspto-grants-2011_12