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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843998Generated: November 3, 2026

Ammonia → HCID 66804021, compound

https://huagongshe.com/reaction/1843998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant8-HydroxyquinolineHCID 1923—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-4-(trifluoromethyl)pyridineHCID 19937263—
ReactantHCID 68094318HCID 68094318—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 66804021HCID 6680402145.23%

Reaction Steps

8-Fluoro-5-(4-methoxybenzyl)-2,5-dihydro-1H-pyrido[4,3-b]indol-1-one (I-64b: 0.15 g, 0.00046 mol) was reacted with 3-bromo-4-(trifluoromethyl)pyridine (0.13 g, 0.00058 mol), 8-hydroxy quinoline (0.016 g, 0.00011 mol), K2CO3 (0.19 g, 0.0013 mol), CuI (0.026 g, 0.00013 mol) and DMSO (3 mL) to afford the crude product. The reaction mass was cooled to room temperature, added to ammonia solution in water and extracted with ethyl acetate. The organic layer was washed with brine solution and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (1% methanol in CHCl3) afforded 95 mg of the product (45.23% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-4b0b8a7b79fe45da8bd7e2aa29275f1a
Source noteuspto-grants-2015_02