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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2384692Generated: October 31, 2026

Hydrochloric Acid → HCID 67240477, compound

https://huagongshe.com/reaction/2384692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantNitrogenHCID 947—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 67241679HCID 67241679—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67240477HCID 67240477—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a N2 flushed vial was added 5-[1-(4-chloro-2-iodo-benzyl)-1H-indazol-5-ylmethylene]-2-(4-methyl-piperazin-1-yl)thiazol-4-one (100 mg, 0.15 mmol), Pd2(dba)3 (10 mg, 0.011 mmol), biphenyl-2-yl-di-t-butyl-phosphane (12 mg, 0.04 mmol), Tributyl-(1-ethoxy-vinyl)-stannane (86 mg, 0.23 mmol) and dioxane (2 mL). The resulting mixture was heated at 90° C. for 16 h. The resulting mixture was poured into water and extracted with EtOAc. The organic layer was dried and concentrated, and the residue was purified by preparative HPLC to yield a white solid which was treated 1 N hydrochloric acid in MeOH to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263781B2
Source datasetuspto-grants-2012_09
ORD IDord-6ac1fa30c91d42ff9f0cba5c9ba004cb
Source noteuspto-grants-2012_09