Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063691Generated: November 4, 2026

1-(4-Fluorobenzyl)-1H-pyrazol-3-amine → HCID 46216421, compound

https://huagongshe.com/reaction/2063691

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Fluorobenzyl)-1H-pyrazol-3-amineHCID 573281—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantPhenolate SodiumHCID 4445035—
Reactant1-(4-bromo-2-methoxyphenyl)-4-methyl-1H-imidazoleHCID 53415661—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46216421HCID 46216421—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 1-(4-bromo-2-methoxy-phenyl)-4-methyl-1H-imidazole (WO2009076352, Example 1; 50 mg, 0.19 mmol), 1-(4-fluoro-benzyl)-1H-pyrazol-3-ylamine (45 mg, 0.40 mmol), sodium phenoxide (35 mg, 0.57 mmol), tris(dibenzylideneacetone)dipalladium chloroform complex (3 mg, 0.003 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene=Xanthphos (7 mg, 0.012 mmol) in dioxane (2 ml) was heated under an argon atmosphere in the microwave to 130° C. for 15 min. The mixture was diluted with water, extracted with dichloromethane and the product purified by chromatography on silica gel using dichloromethane/methanol as eluent. The title compound was obtained as a light yellow solid (Yield=42%). MS ISP (m/e): 378.4 (100) [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288403B2
Source datasetuspto-grants-2012_10
ORD IDord-8b741d5b33e445ea80cb9d924fd57542
Source noteuspto-grants-2012_10