Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265294Generated: October 30, 2026

Acetic Acid → 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine

https://huagongshe.com/reaction/1265294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(2,5-Di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl esterHCID 69946665—
SolventTolueneHCID 1140—
Product2,5-Di-pyridin-3-yl-pyrrol-1-ylamineHCID 18615469—

Reaction Steps

(2,5-di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester (1 g, 2.6 mmol) is treated with a 1M solution of TBAF in THF (5.2 ml, 5.2 mmol). The resulting solution is stirred overnight under Ar at rt, then quenched with glacial acetic acid (0.3 ml, 5.2 mmol) and diluted with toluene. The resulting solution is passed through a short plug of silica gel and concentrated in vacuo to afford 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06545108B1
Source datasetuspto-grants-2003_04
ORD IDord-860bc28069ef455db48f07619e7c5e7c
Source noteuspto-grants-2003_04