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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618560Generated: October 27, 2026

Sodium hydride → 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline

https://huagongshe.com/reaction/1618560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-5-fluoro-3-methyl-2-(pyridin-2-yl)quinolineHCID 59631209—
Reactant6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridineHCID 67284981—
SolventDimethylformamideHCID 6228—
Product4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinolineHCID 67285100—

Reaction Conditions

Temperature60 °C

Reaction Steps

Prepared according to procedure M using 4-chloro-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (86 mg, 0.32 mmol) (described herein), 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine (86 mg, 0.38 mmol) (described herein), and sodium hydride (25 mg, 0.63 mmol) in DMF (10 mL). Reaction was heated at 60° C. for 18 h, affording 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]-pyridin-1-yl)-5-fluoro-3-methyl-2-(pyridin-2-yl)quinoline as an orange solid. Mass Spectrum (ESI) m/e=463 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-daa198e4481546efa717a4c91ba294c2
Source noteuspto-grants-2014_07