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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042913Generated: October 28, 2026

Sodium Cyanide → HCID 59427306, compound

https://huagongshe.com/reaction/1042913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant4-chloro-N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)phthalazin-1-amineHCID 86628664—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59427306HCID 59427306—

Reaction Conditions

Temperature130 °C

Reaction Steps

In a 15 ml sealed pressure tube, was dissolved 4-chloro-N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)phthalazin-1-amine (150 mg, 490 μmol) in 0.8 ml of DMSO. Sodium cyanide (72 mg, 1469 μmol) was added and the reaction was capped and stirred at 130° C. for 3 hours. The reaction was cooled to RT and purified via Gilson Reverse Phase HPLC eluting with a 12-75% gradient of ACN in water with 0.1% TFA. The product fractions were basified with saturated sodium bicarbonate and extracted into DCM. The DCM layers were dried over Na2SO4, filtered and concentrated in vacuo to afford 4-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenylamino)phthalazine-1-carbonitrile. MS: [M+H]=437.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557816B2
Source datasetuspto-grants-2013_10
ORD IDord-807fd2e624584902956119f186e8239c
Source noteuspto-grants-2013_10