Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481413Generated: October 28, 2026

Dimethylformamide → HCID 59368162, compound

https://huagongshe.com/reaction/1481413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-(2-Bromoethyl)-2-chlorobenzeneHCID 2756963—
Reactant1,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indoleHCID 68560092—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
ProductHCID 59368162HCID 5936816214.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

The title compound was prepared by following general procedure 4. 3,9-Dimethyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole (214 mg, 1.0 mmol) was taken with copper iodide (19 mg, 0.1 mmol), L-praline (23 mg, 0.2 mmol), potassium phosphate tribasic (426 mg, 2.0 mmol), 1-(2-bromoethyl)-2-chlorobenzene (219 mg, 1.0 mmol) and DMF was added, the reaction was stirred at 90° C. under argon atmosphere for 12 h and monitored by LCMS. After completion of the reaction water was added and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated under vacuum. The crude product was purified by reverse phase chromatography to afford 50 mg of the title compound (10.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409910B2
Source datasetuspto-grants-2016_08
ORD IDord-2b745779186d43ed988d4e04ed4e7b38
Source noteuspto-grants-2016_08