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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723101Generated: October 30, 2026

Triethylamine → HCID 21886474, compound

https://huagongshe.com/reaction/723101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
ReactantBenzenamine, 2-bromo-5-chloro-3-methyl-HCID 21886382—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 21886474HCID 21886474—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Bromo-5-chloro-3-methyl-phenylamine (595 mg, 2.7 mmol, Example 135: step c), Pd(OAc)2 (30.3 mg, 0.14 mmol), 2-(dicyclohexylphosphino)biphenyl (189.2 mg, 0.54 mmol) and Et3N (1.5 mL, 10.8 mmol) were dissolved into dioxane (10 mL). To this was added 4,4,5,5-Tetramethyl-[1,3,2]dioxaborolane (1.2 mL, 8.1 mmol) slowly. The reaction was heated to 80° C. overnight. The solvents were removed in vacuo and the resulting residue was dissolved into EtOAc and washed with brine. The combined organic layers were dried (MgSO4) and removal of the solvents in vacuo resulted in a mixture of the title compound and 3-Methyl-2,5-bis-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine were obtained and used with out further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138530B2
Source datasetuspto-grants-2006_11
ORD IDord-279f37468f6943bf97477eaa7b3aaabe
Source noteuspto-grants-2006_11