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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423080Generated: November 1, 2026

Hydrochloric Acid → HCID 136085241, compound

https://huagongshe.com/reaction/2423080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 59272962HCID 59272962—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
CatalystDi-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 11618717—
Solvent1,4-DioxaneHCID 31275—
SolventWater ethylacetateHCID 22728543—
ProductHCID 136085241HCID 136085241—

Reaction Conditions

Temperature90 °C

Reaction Steps

A suspension of 4-bromo-5-chloro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indazole (D23) (0.32 g, 0.74 mmol) in 1,4-dioxane (5 mL)/water (5 mL) was stirred and treated with potassium hydroxide (0.17 g, 3.03 mmol), Pd2 dba3 (0.014 g, 0.015 mmol) and 2-di-tertbutylphosphino-2′,4′,6′-triisopropylbiphenyl (0.019 g, 0.045 mmol) and the mixture was heated to 90° C. under argon. After 3 hrs, the mixture was cooled and water/ethyl acetate were added followed by 2N HCl (1.3 mL) and the product was extracted into ethyl acetate. The combined extracts were washed with brine, dried, concentrated and chromatographed (silica, ethyl acetate/hexane) to give the title compound (D24) (0.195 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-b1e98a773c304869a072cb618d1ce65a
Source noteuspto-grants-2011_06