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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949431Generated: November 2, 2026

Hydrochloric Acid → HCID 67240477, compound

https://huagongshe.com/reaction/1949431

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 numberUS08399681B2
Source datasetuspto-grants-2013_03
ORD IDord-7ff402e014454b9d9d507727f3a703b1
Source noteuspto-grants-2013_03