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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383874Generated: October 25, 2026

Diisopropylethylamine → 3-Bromo-4-methyl-N-(4-(2-(pyrrolidin-1-yl)ethyl)phenyl)benzamide

https://huagongshe.com/reaction/383874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-4-methylbenzoic acidHCID 82130—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant4-(2-(Pyrrolidin-1-yl)ethyl)anilineHCID 6487047—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-Bromo-4-methyl-N-(4-(2-(pyrrolidin-1-yl)ethyl)phenyl)benzamideHCID 68466263—

Reaction Steps

DIEA (473 μL, 2.72 mmol) was added into a solution of 3-bromo-4-methylbenzoic acid (189 mL, 0.881 mmol), 4-(2-(pyrrolidin-1-yl)ethyl)benzenamine (140 mg, 0.734 mmol), BOP (487 mg, 1.01 mmol) in DMF. The reaction mixture was stirred at rt under argon atmosphere overnight. The reaction mixture was diluted with AcOEt, and then washed with 1N NaOH aqueous solution three times. Organic phase was dried with anhydrous Na2SO4, and then evaporated to remove organic solvents. The obtained residue was further dried under high vacuum overnight to give crude product, which was used directly for the next step synthesis without further purification. MS (ESI+) m/z 387.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367686B2
Source datasetuspto-grants-2013_02
ORD IDord-94eccdfc318446c4999523b828f85fbe
Source noteuspto-grants-2013_02