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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507317Generated: November 2, 2026

Dimethylformamide → HCID 118005853, compound

https://huagongshe.com/reaction/1507317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAzetidineHCID 10422—
Reactant3-(4-(1H-pyrazol-1-yl)benzyl)-6-bromo-2,4-dichloroquinolineHCID 86715594—
SolventEthyl AcetateHCID 8857—
ProductHCID 118005853HCID 118005853—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-(4-(1H-Pyrazol-1-yl)benzyl)-6-bromo-2,4-dichloroquinoline (2.50 g, 5.77 mmol, Intermediate 4: step c), azetidine (988 mg, 17.3 mmol), and DMF (30 mL) were combined in a reaction tube, then sealed and heated to 100° C. and maintained at that temperature overnight. The vessel was then cooled and contents were transferred to a separatory funnel with EtOAc dilution, then extracted three times with deionized water. The organic phase was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica gel, 0-20% hexane/ethyl acetate) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221804B2
Source datasetuspto-grants-2015_12
ORD IDord-150a2965300b480d874b3478d009dbe7
Source noteuspto-grants-2015_12