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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486939Generated: October 29, 2026

Diisopropylethylamine → 6-Bromo-7-fluoro-N-(4-methyloxan-4-yl)-3-nitroquinolin-4 amine

https://huagongshe.com/reaction/1486939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Methyloxan-4-amine hydrochlorideHCID 18437372—
Reactant6-Bromo-4-chloro-7-fluoro-3-nitroquinolineHCID 53630350—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Product6-Bromo-7-fluoro-N-(4-methyloxan-4-yl)-3-nitroquinolin-4 amineHCID 11849865197%

Reaction Conditions

Temperature100 °C

Reaction Steps

6-Bromo-4-chloro-7-fluoro-3-nitroquinoline (1 g, 3.27 mmol) was added to a solution of 4-methyltetrahydro-2H-pyran-4-amine hydrochloride (0.596 g, 3.93 mmol) and DIPEA (1.715 mL, 9.82 mmol) in DMA (10 mL) and the resulting mixture stirred at 100° C. for 4 h. The reaction mixture was diluted with water and the solid collected by filtration and dried to afford the desired material (1.215 g, 97%) as a brown solid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428503B2
Source datasetuspto-grants-2016_08
ORD IDord-8777e43e04984b54bcc7a5046ee45fb2
Source noteuspto-grants-2016_08