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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935645Generated: October 30, 2026

Ammonium Chloride → 1-Benzyl-3-(2-pyrimidyl)indazole

https://huagongshe.com/reaction/1935645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-ChloropyrimidineHCID 74404—
Reactant1-Benzyl-3-trimethylstannylindazoleHCID 15840356—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product1-Benzyl-3-(2-pyrimidyl)indazoleHCID 18416661—

Reaction Steps

200 mg of 1-benzyl-3-trimethylstannylindazole (crude product, 70% according to GC), 35 mg of 2-chloropyrimidine (0.30 mmol) and 29 mg (0.025 mmol) of Pd(PPh3)4 in 2.5 ml of toluene were heated under reflux overnight in an argon atmosphere. The mixture was cooled to room temperature, saturated ammonium chloride solution was added and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulphate and freed from the solvent on a rotary evaporator. Purification was carried out by chromatography over aluminium oxide using cyclohexane/ethyl acetate as the eluent (gradient from 10:1 to 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06387940B1
Source datasetuspto-grants-2002_05
ORD IDord-b2b5a06c2b5f4118aa99a462ed8e4085
Source noteuspto-grants-2002_05