Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260700Generated: November 1, 2026

Water → HCID 86645341, compound

https://huagongshe.com/reaction/1260700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-FluorobenzylamineHCID 66853—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86645342HCID 86645342—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86645341HCID 8664534197%

Reaction Steps

A solution of 15.6 g (50.6 mmol) 2-chloro-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid chloride in 1,4-dioxane (85 ml) was added in drops to a solution of 7.6 g (60.8 mmol) 3-fluorobenzylamine and 10.3 ml (60.8 mmol) DIPEA in 1,4-dioxane (87 ml). The RS was subsequently stirred for 60 min at RT. Dilution was then carried out with water and EtOAc. The organic phase was separated, washed with a 4N aq. NH4Cl sol. and brine, dried over MgSO4 and concentrated in a vacuum. 19.4 g (48.9 mmol, 97%) 2-chloro-N-(3-fluorobenzyl)-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide was obtained as a residue. The raw product was further converted without additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470852B2
Source datasetuspto-grants-2013_06
ORD IDord-24e2dd8a6a404c449efecefe7c3f77d9
Source noteuspto-grants-2013_06