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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748551Generated: November 1, 2026

Ammonium Chloride → HCID 86692499, compound

https://huagongshe.com/reaction/1748551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 86692500HCID 86692500—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86692499HCID 8669249955.8%

Reaction Steps

A suspension of 1-(6-chloropyridin-3-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1.6 g), cyclopropylboronic acid (776 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (124 mg), palladium acetate (67.6 mg) and tripotassium phosphate (3.83 g) in 1,4-dioxane (13 ml) was stirred under reflux. After completion of the reaction, the mixture was allowed to cool, ice water and a saturated aqueous solution of ammonium chloride were added thereto, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated in vacuo. The obtained residue was purified with silica gel chromatography (n-hexane/ethyl acetate) to give 1-(6-cyclopropylpyridin-3-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (911 mg) as a brown oil. MS (ESI) m/z: 272 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-461b45a23def491d9d77d7750eed2ab0
Source noteuspto-grants-2015_10