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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618523Generated: November 2, 2026

Hydrochloric Acid → 6'-Bromo-1'-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine]

https://huagongshe.com/reaction/1618523

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-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine]HCID 67284560—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6'-Bromo-1'-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-1',2,2',3,5,6-hexahydrospiro[pyran-4,3'-pyrrolo[3,2-b]pyridine]HCID 67285361—

Reaction Conditions

Temperature150 °C

Reaction Steps

Prepared according to procedure L using 6′-bromo-1′,2,2′,3,5,6-hexahydrospiro-[pyran-4,3′-pyrrolo[3,2-b]pyridine] (89 mg, 0.33 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (90 mg, 0.33 mmol) and hydrochloric acid in 1,4-dioxane (83 μL, 0.330 mmol) in NMP (2.0 mL) and heating in the microwave at 150° C. for 2 h. After purification 6′-bromo-1′-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-1′,2,2′,3,5,6-hexahydrospiro[pyran-4,3′-pyrrolo[3,2-b]pyridine] was obtained as a yellow film. Mass Spectrum (ESI) m/e=505 [(M+1) (79Br)] and 507 [(M+1) (81Br)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-4f57325bbd98427380035371e90f0f58
Source noteuspto-grants-2014_07