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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410162Generated: October 28, 2026

Methylhydrazine → HCID 67120036, compound

https://huagongshe.com/reaction/1410162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylhydrazineHCID 6061—
Reactantp-Anisoyl chlorideHCID 7477—
ReactantTriethylamineHCID 8471—
Reactant3-Butyn-1-OLHCID 13566—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67120036HCID 6712003674%

Reaction Steps

PdCl2(PPh3)2 (14.0 mg, 0.02 mmol) and CuI (7.6 mg, 0.04 mmol) was added to dry THF (2 mL) and degassed. 4-Methoxybenzoic chloride (171 mg, 1.0 mmol), but-3-yn-1-ol (77.1 mg, 1.1 mmol) and triethylamine (292 μL, 1.1 mmol) were added to the mixture and stirred at room temperature for 1 h. Methylhydrazine (50.7 mg, 1.1 mmol) was added to the reaction mixture together with MeOH (0.5 mL) and acetic acid (0.5 mL) and the mixture was irradiated in the microwave at 150° C. for 10 min. The solution was concentrated and purified on silica gel to give 2-(3-(4-methoxyphenyl)-1-methyl-1H-pyrazol-5-yl)ethanol (173 mg, 0.74 mmol, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921402B2
Source datasetuspto-grants-2014_12
ORD IDord-f26ecc0c195247c08e882a4b72ca97aa
Source noteuspto-grants-2014_12