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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595789Generated: October 30, 2026

1H-Indazol-6-amine → HCID 10267798, compound

https://huagongshe.com/reaction/1595789

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indazol-6-amineHCID 81423—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6-methoxy-quinoline-3-carbonitrileHCID 22466763—
SolventGlycol monoethyl etherHCID 8076—
ProductHCID 10267798HCID 1026779894.3%

Reaction Steps

To a suspension of 218.6 mg (1.0 mmol) of 4-chloro-6-methoxy-3-quinolinecarbonitrile and 159.8 mg (1.2 mmol) of 6-aminoindazole in 10 mL of 2-ethoxyethanol was added 115.6 mg (1.0 mmol) of pyridine hydrochloride. The resulting reaction mixture was refluxed for 1 hr. After cooling, most of solvent was evaporated off and the residue was diluted with ether. The precipitate was collected by filtration and was taken into water. The aqueous suspension was neutralized to PH 7-8 by addition of sat. sodium carbonate aqueous solution and stirred for 15 min. The separated solid was filtered off and washed with water and ether. After drying in vacuo, 297.5 mg (94.3%) of the product was obtained as a deep yellow solid, m.p.>250° C., mass (electrospray, m/e): M+H 315.8. HRCIMS m/z: cacld 315.112 for C18H13N5O (M+), obsd 315.1124

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288082B1
Source datasetuspto-grants-2001_09
ORD IDord-4f65732363ff48b19c774db9f666f313
Source noteuspto-grants-2001_09