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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253487Generated: November 1, 2026

Triethylamine → HCID 58404820, compound

https://huagongshe.com/reaction/1253487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-ethynyl-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridineHCID 58404690—
ReactantHCID 67207269HCID 67207269—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 58404820HCID 58404820—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 3-ethynyl-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine (20 mg, 0.08 mmol), 4-iodo-5-methyl-1-(2-thienyl)-1H-pyrazole (23 mg, 0.08 mmol), copper (I) iodide (4.5 mg, 0.024 mmol), and tetrakis(triphenylphosphine)palladium (0) (9.1 mg, 0.008 mmol) in N,N-dimethylformamide (2 ml), was added triethylamine (0.022 ml, 0.16 mmol). The mixture was sparged with argon for 3 minutes and heated to 70° C. After 1 h, reaction mixture was purified directly by preparative HPLC Reverse phase (C-18), eluting with acetonitrile/water+0.05% TFA to give 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)-3-{[5-methyl-1-(2-thienyl)-1H-pyrazol-4-yl]ethynyl}pyrazolo[1,5-a]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455477B2
Source datasetuspto-grants-2013_06
ORD IDord-1711bd854ff3464a952b4fa2fca13401
Source noteuspto-grants-2013_06