Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990815Generated: October 27, 2026

Ammonium Chloride → 1-Benzyl-3-(4,5-dimethyl-2-pyrimidyl)indazole

https://huagongshe.com/reaction/990815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-4,5-dimethylpyrimidineHCID 12581784—
Reactant1-Benzyl-3-trimethylstannylindazoleHCID 15840356—
CatalystHCID 178418476HCID 178418476—
SolventTolueneHCID 1140—
Product1-Benzyl-3-(4,5-dimethyl-2-pyrimidyl)indazoleHCID 18416651—

Reaction Steps

640 mg of 1-benzyl-3-trimethylstannylindazole (1.72 mmol), 212 mg of 2-chloro-4,5-dimethylpyrimidine* (1.49 mmol) and 72 mg (0.10 mmol) of Pd(PPh3)2Cl2 (5.8 mol %) in 20 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 silica gel using cyclohexane/ethyl acetate as the eluent (gradient from 10:1 to 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462068B1
Source datasetuspto-grants-2002_10
ORD IDord-f9ca0b8b2f1441e7af2ee373e2979910
Source noteuspto-grants-2002_10