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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437985Generated: October 30, 2026

Triethylamine → HCID 57941326, compound

https://huagongshe.com/reaction/1437985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Cyanophenylboronic acidHCID 2734610—
Reactant1-Boc-1-methylhydrazineHCID 3748280—
CatalystCupric acetateHCID 8895—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 57941326HCID 5794132629.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of N-methyl-hydrazinecarboxylic acid tert-butyl ester (Intermediate 1; 890 mg, 6.06 mmol), 2-cyanophenylboronic acid (CombiBlock; 1.00 g, 6.8 mmol), copper(II) acetate (1.25 g, 6.9 mmol) and triethylamine (2 mL, 14.4 mmol) in 1,2-dichloroethane (30 mL) was heated in an oil bath at 60° 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 10-20% ethyl acetate/hexanes, to give N′-(2-cyano-phenyl)-N-methyl-hydrazinecarboxylic acid tert-butyl ester (439 mg, 29%) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622492B2
Source datasetuspto-grants-2009_11
ORD IDord-b174a210561f4ae5a886f0747e85f5cd
Source noteuspto-grants-2009_11