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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868826Generated: November 1, 2026

Tetrahydrofuran → HCID 71295244, compound

https://huagongshe.com/reaction/868826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPyrazole, 4-amino-, hydrochlorideHCID 78034—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 86729194HCID 86729194—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solventtert-ButanolHCID 6386—
ProductHCID 71295244HCID 7129524491.4%

Reaction Steps

A solution of 5-(2-chloropyridin-4-yl)-2-cyclopropylmethoxybenzonitrile (0.25 g, 0.0878 mmol) in t-butanol (5 ml) is degassed with nitrogen for 5 min. 1H-Pyrazol-4-ylamine hydrochloride (0.12 g, 1.08 mmol), Josiphos (24.3 mg, 0.00439 mmol) and tris(dibenzylideneacetone)dipalladium(0) (40.0 mg, 0.00439 mmol) is then added. A solution of 1.6M lithium bis(trimethylsilyl)amide in THF (0.35 g, 2.1 mmol) is added dropwise. The mixture is irradiated in the microwave at 140° C. for 2 h. 30 ml of water are then added, and the mixture is filtered. The crude product is purified by chromatography, giving 26.6 mg of the desired product as brown solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969335B2
Source datasetuspto-grants-2015_03
ORD IDord-d4edc4b65c034d38a8424f74c42f41c5
Source noteuspto-grants-2015_03