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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526142Generated: November 2, 2026

N'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazide → 7-Chloro-3-(cyclopropylmethyl)[1,2,4]triazolo[4,3-a]pyridine-8-carbonitrile

https://huagongshe.com/reaction/1526142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN'-(4-benzyloxy-3-cyano-pyridin-2-yl)-2-cyclopropylacetohydrazideHCID 66784643—
ReactantHCID 178479711HCID 178479711—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
Product7-Chloro-3-(cyclopropylmethyl)[1,2,4]triazolo[4,3-a]pyridine-8-carbonitrileHCID 5745959364.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

Intermediate compound D4 (1.4 g, 4.343 mmol) and phosphorous (V) oxychloride (0.810 ml, 8.686 mmol) in DCE (15 ml) were subjected to microwave heating at 150° C. for 5 min. After cooling, the mixture was diluted with DCM and washed with NaHCO3 (aqueous sat. solution). The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 2% as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D5 (0.650 g, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085577B2
Source datasetuspto-grants-2015_07
ORD IDord-d314d8baf2f2402b98638df4f4ebe1a8
Source noteuspto-grants-2015_07