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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438045Generated: November 1, 2026

Triethylamine → HCID 57941309, compound

https://huagongshe.com/reaction/1438045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,3-Dichlorobenzeneboronic acidHCID 2734661—
Reactant1-Boc-1-methylhydrazineHCID 3748280—
CatalystCupric acetateHCID 8895—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 57941309HCID 5794130939.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-methyl-hydrazinecarboxylic acid tert-butyl ester (Intermediate 1; 1.00 g, 6.8 mmol), 2,3-dichlorophenylboronic acid (Lancaster; 1.29 g, 6.8 mmol), copper(II) acetate (1.24 g, 6.8 mmol) and triethylamine (960 μL, 6.8 mmol) in 1,2-dichloroethane (15 mL) was heated in an oil bath at 50° C. for 3 h. The mixture was allowed to cool, and it was then adsorbed onto silica gel and purified by chromatography using an ISCO 40 g column, eluting with 10% ethyl acetate/hexanes, to give N′-(2,3-dichloro-phenyl)-N-methyl-hydrazinecarboxylic acid tert-butyl ester (775 mg, 39%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622492B2
Source datasetuspto-grants-2009_11
ORD IDord-c282e3eed3c8474187244f2bae3b2861
Source noteuspto-grants-2009_11