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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773661Generated: November 3, 2026

Ethylamine → N-Ethyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

https://huagongshe.com/reaction/1773661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzoic acidHCID 53216773—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-Ethyl-2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 66691208—

Reaction Steps

To a stirred solution of 15 g (57 mmol) 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid in NMP (20 mL) were added 85.84 mL (171.68 mmol) ethylamine and 72.8 mL 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (114.45 mmol, 2M in THF) and the mixture was stirred for 2 h at rt to give after working up and purification 16.00 g (96.7%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255100B2
Source datasetuspto-grants-2016_02
ORD IDord-a637db1e75824d1fb1421f80235806d3
Source noteuspto-grants-2016_02