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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753018Generated: October 31, 2026

Triethylamine → 2-(5-bromopyridin-2-yl)-N-(4-{[1-(propan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-2-yl)acetamide

https://huagongshe.com/reaction/1753018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropylphosphoric anhydrideHCID 16167369—
Reactant(5-Bromopyridin-2-yl)acetic acidHCID 46238459—
ReactantHCID 90093478HCID 90093478—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-(5-bromopyridin-2-yl)-N-(4-{[1-(propan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl]carbonyl}pyridin-2-yl)acetamideHCID 90094197—

Reaction Steps

To a solution of (5-bromopyridin-2-yl)acetic acid (Preparation 83, 92 mg, 0.427 mmol) and (2-aminopyridin-4-yl)(1-isopropyl-1H-pyrrolo[3,2-c]pyridin-3-yl)methanone (Preparation 20, 120 mg, 0.427 mmol) in THF (3 mL) was added propylphosphonic anhydride (786 uL, 1.281 mmol) and triethylamine (151 uL, 1.99 mmol) and the reaction was stirred at room temperature for 18 hours. The reaction was diluted with EtOAc, washed with saturated aqueous NaHCO3 solution, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified using preparative TLC eluting with 5% MeOH in DCM to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163021B2
Source datasetuspto-grants-2015_10
ORD IDord-c84108e7967a4a4bac6e3f0b51bf1e22
Source noteuspto-grants-2015_10