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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514971Generated: November 1, 2026

Diisopropylethylamine → 2-(2,6-Dichlorophenyl)-benzooxazole-6-carboxylic acid (2-o-tolyl-ethyl)-amide

https://huagongshe.com/reaction/1514971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant2-MethylphenethylamineHCID 2063868—
Reactant2-(2,6-Dichlorophenyl)-1,3-benzoxazole-6-carboxylic acidHCID 5327160—
SolventDimethylformamideHCID 6228—
Product2-(2,6-Dichlorophenyl)-benzooxazole-6-carboxylic acid (2-o-tolyl-ethyl)-amideHCID 25109247—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 2-(2,6-dichloro-phenyl)-benzooxazole-6-carboxylic acid (8.9 mg) in anhydrous DMF (0.5 mL) was added BOP (17.4 mg), diisopropylethylamine (0.014 mL), and 2-o-tolyl-ethylamine (5.5 mg). The reaction mixture was stirred at 85° C. overnight, quenched with 1N NaOH aqueous solution at 0° C., extracted with EtOAc. The extracts were dried over Na2SO4 and concentrated in vacuo. The crude reaction mixture was purified by silica SPE eluting with EtOAc/Hexane to give 2-(2,6-dichlorophenyl)-benzooxazole-6-carboxylic acid (2-o-tolyl-ethyl)-amide: MS (m/z) 425.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222248B2
Source datasetuspto-grants-2012_07
ORD IDord-82076be12c4449a286c95c20edd76664
Source noteuspto-grants-2012_07