Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196671Generated: October 25, 2026

Potassium tert-butoxide → 5-nitro-2-phenyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/2196671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant5-Nitro-3-(phenylethynyl)pyridin-2-amineHCID 59322901—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-nitro-2-phenyl-1H-pyrrolo[2,3-b]pyridineHCID 5932290045.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 5-nitro-3-(phenylethynyl)pyridin-2-amine (356 mg, 1.0 eq.) in NMP (6 mL) was treated with KOt-Bu (2.2 eq.), and the solution was heated to 90° C. for 48 hours. The reaction mixture was purified directly by silica gel chromatography (eluting with a gradient of 100% hexanes to 40% EtOAc/hexanes) to afford 5-nitro-2-phenyl-1H-pyrrolo[2,3-b]pyridine (161 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338452B2
Source datasetuspto-grants-2012_12
ORD IDord-93c9ffa6f50b4bd6871a7c832dfd7ad7
Source noteuspto-grants-2012_12