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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626688Generated: October 30, 2026

HCID 178509963, compound → 3,5-Dichloro-4-pyrazolo[4,3-c]pyridine-2-ylbenzonitrile

https://huagongshe.com/reaction/626688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178509963HCID 178509963—
SolventTolueneHCID 1140—
Product3,5-Dichloro-4-pyrazolo[4,3-c]pyridine-2-ylbenzonitrileHCID 6967116666.3%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 4-{[1-(4-azidopyridin-3-yl)meth-(E)-ylidene]amino}-3,5-dichlorobenzonitrile (21.4 mmol) in toluene (80 mL) was heated to 105° C. for 1 hour. The reaction mixture was cooled and concentrated under reduced pressure. The resultant residue was purified by silica gel flash chromatography (0-100% ethyl acetate in cyclohexane) to afford the title compound as a yellow solid (4.10 g, 66% yield). 1H NMR (300 MHz, CDCl3): δ 9.36 (d, J=1.4 Hz, 1H), 8.39 (d, J=6.5 Hz, 1H), 8.35 (d, J=1.0 Hz, 1H), 7.85 (s, 2H), 7.68-7.66 (m, 1H). LCMS (Method D): RT=1.66 min, m/z: 289 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309240B2
Source datasetuspto-grants-2016_04
ORD IDord-4037d18cca0441cfbd620d418c94b90e
Source noteuspto-grants-2016_04