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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076306Generated: October 30, 2026

Hydrochloric Acid → 3,5-Difluoro-N-[2-((R)-indan-1-ylamino)-quinolin-5-yl]-benzamide

https://huagongshe.com/reaction/2076306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-Difluorobenzoyl chlorideHCID 145600—
Reactant(R)-Indan-1-yl-(5-nitro-quinolin-2-yl)-amineHCID 67096022—
SolventPyridineHCID 1049—
Product3,5-Difluoro-N-[2-((R)-indan-1-ylamino)-quinolin-5-yl]-benzamideHCID 67095887—

Reaction Steps

(R)-Indan-1-yl-(5-nitro-quinolin-2-yl)-amine (0.15 g, 0.545 mmol) was dissolved in 1.5 mL pyridine and 3,5-difluorobenzoylchloride (0.98 g, 0.554 mmol) was added. The reaction mixture was stirred at room temperature overnight. 1 N HCl was added until pH5. The mixture was extracted three times with ethyl acetate (50 mL each). The organic phases ware pooled, dried with sodium sulfate, filtered and evaporated. The crude product was recrystallized from isopropanol and diisopropylether. The title compound was obtained as a brown solid (44 mg, 19%), MS: m/e=416.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923561B2
Source datasetuspto-grants-2011_04
ORD IDord-7e1be38a9ff9420db5494abc05ac442b
Source noteuspto-grants-2011_04