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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618509Generated: October 27, 2026

Hydrochloric Acid → 4-(6-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline

https://huagongshe.com/reaction/1618509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinolineHCID 59631075—
Reactant6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridineHCID 67284981—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(6-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinolineHCID 67285590—

Reaction Conditions

Temperature150 °C

Reaction Steps

Prepared according to procedure L using 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine (200 mg, 0.88 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (240 mg, 0.88 mmol) and 4.0M solution of HCl in 1,4-dioxane (0.22 mL, 0.88 mmol) in NMP (1.0 mL) and heating at 150° C. for 3 h in the microwave. After purification 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline was obtained as a yellow film. Mass Spectrum (ESI) m/e=463 [(M+1) (79Br)] and 465 [(M+1) (81Br)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-6c2270aff0f04108915e7089f4f7a31d
Source noteuspto-grants-2014_07