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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388958Generated: November 1, 2026

6-iodo-1H-indazole → HCID 68444957, compound

https://huagongshe.com/reaction/388958

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-iodo-1H-indazoleHCID 12991241—
ReactantHCID 50998788HCID 50998788—
CatalystCuprous chlorideHCID 62652—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductHCID 68444957HCID 6844495735%

Reaction Steps

A mixture of 4-ethynyl-2-nitro-phenylamine (1.306 g, 8.05 mmol), 6-iodo-1H-indazole (1.965 g, 8.05 mmol), dichlorobis(triphenylphosphine)palladium(II) (122 mg, 0.24 mmol) and copper(I) chloride (54.4 mg, 0.28 mmol) in THF (8 mL) and triethyl amine (8 mL) was stirred at room temperature overnight. Purification by column chromatography on silica gel gave 4-(1H-indazol-6-ylethynyl)-2-nitrophenylamine as red solid (777 mg, 2.79 mmol, yield 35%). LC-MS m/z: 279 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377983B2
Source datasetuspto-grants-2013_02
ORD IDord-72907c88354b4380bdf4d3251e6be670
Source noteuspto-grants-2013_02