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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824125Generated: November 3, 2026

(2,4-Dimethylphenyl)boronic acid → N-(3,4-dihydro-2H-chromen-4-yl)-5-(2,4-dimethylphenyl)-3,6-diethylpyrazin-2-amine

https://huagongshe.com/reaction/1824125

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,4-Dimethylphenyl)boronic acidHCID 4198739—
Reactant5-bromo-N-(3,4-dihydro-2H-chromen-4-yl)-3,6-diethylpyrazin-2-amineHCID 22147267—
Reactant(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-olHCID 58583246—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-(3,4-dihydro-2H-chromen-4-yl)-5-(2,4-dimethylphenyl)-3,6-diethylpyrazin-2-amineHCID 10215966—

Reaction Steps

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting 5-bromo-N-(3,4-dihydro-2H-chromen-4-yl)-3,6-diethylpyrazin-2-amine, ethylene glycol dimethyl ether, 2,4-dimethyl phenyl boronic acid and tetrakis(triphenylphosphine) palladium and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ) 7.38, 7.22, 7.11–6.90, 5.38, 4.58, 4.31, 2.68, 2.53, 2.37, 2.26, 2.14, 1.25–1.15; HRMS (FAB) calcd for C25H29N3O+H 388.2389, found 388.2383.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041672B2
Source datasetuspto-grants-2006_05
ORD IDord-28004423594542da88beadfb069f2dd4
Source noteuspto-grants-2006_05