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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594025Generated: November 1, 2026

1,2-Dichloroethane → HCID 90408338, compound

https://huagongshe.com/reaction/594025

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
ReactantHOAtHCID 181649—
Reactant2-Tert-butylpyridine-4-carboxylic acidHCID 693292—
ReactantHCID 57497242HCID 57497242—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 90408338HCID 90408338—

Reaction Steps

A solution of 5-amino-2-methylphenylboronic acid, pinacol ester (1.0 equiv.), 2-(tert-butyl)isonicotinic acid (1.0 equiv.), EDC (1.0 equiv.) and 1-hydroxy-7-azabenzotriazole (0.380 g, 1.0 equiv.) in DMF (0.3 M) was stirred at RT for 68 hr. The reaction mixture was then diluted with EtOAc and water, the organic layer was isolated and the aqueous layer was extracted twice with EtOAc. The combined organics were dried over MgSO4, filtered and concentrated in vaccuo to yield 2-(tert-butyl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isonicotinamide as a white solid in 91%. LCMS (m/z) (M+H)=395.1, Rt=0.71 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242969B2
Source datasetuspto-grants-2016_01
ORD IDord-99309c1b4ff347b181218128b771f694
Source noteuspto-grants-2016_01