Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390072Generated: October 31, 2026

Water → N-(pyridin-2-yl)-2-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine

https://huagongshe.com/reaction/2390072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-ChloropyridineHCID 7977—
ReactantPotassium CarbonateHCID 11430—
Reactant2-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethanamineHCID 59323071—
SolventDimethylformamideHCID 6228—
ProductN-(pyridin-2-yl)-2-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethanamineHCID 5932319213%

Reaction Conditions

Temperature120 °C

Reaction Steps

40 mg of 2-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethanamine obtained in Example 180-b), 17 mg of 2-chloropyridine, and 36 mg of potassium carbonate were dissolved in 0.4 mL of DMF, followed by stirring at 120° C. overnight. After completion of the reaction, the reaction liquid was left to be cooled, and water was added thereto, followed by extraction with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue obtained was purified using silica gel chromatography (chloroform:ammonia saturated methanol=10:1) to obtain 6 mg (yield 13%) of a title compound as a light yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273766B2
Source datasetuspto-grants-2012_09
ORD IDord-ee20608ed2814d208caf0841d45dab93
Source noteuspto-grants-2012_09