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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53177Generated: October 30, 2026

1-Phenylpiperazine → 1,3-DIHYDRO-5-(4-PHENYLPIPERAZIN-1-YLMETHYL)-1-METHYL-2H-PYRROLO[2,3-b]PYRIDIN-2-ONE

https://huagongshe.com/reaction/53177

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpiperazineHCID 7096—
ReactantTriethylamineHCID 8471—
Reactant1,3-dihydro-5-bromomethyl-1-methyl-2H-pyrrolo[2,3-b]pyridin-2-oneHCID 19079277—
Solvent1,4-DioxaneHCID 31275—
Product1,3-DIHYDRO-5-(4-PHENYLPIPERAZIN-1-YLMETHYL)-1-METHYL-2H-PYRROLO[2,3-b]PYRIDIN-2-ONEHCID 1907931665%

Reaction Steps

1,3-dihydro-5-bromomethyl-1-methyl-2H-pyrrolo[2,3-b]pyridin-2-one from Preparation 18 (0.14 g, 0.6 mmol) is dissolved in dioxane (20 ml) at room temperature and under argon. Phenylpiperazine (0.1 ml, 0.66 mmol, 1.1 equiv.) and triethylamine (0.1 ml, 0.72 mmol, 1.2 equiv.) are added in succession at the same temperature. After 1 hour 30 minutes' reaction, the reaction mixture is concentrated under reduced pressure and the product is purified on a silica column (dichloromethane/methanol: 97:3). The title compound is obtained in the form of a yellow oil in a yield of 65%. ##STR74##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05618819
Source datasetuspto-grants-1997_04
ORD IDord-d6f39fdd54744aa187374c56268f43f4
Source noteuspto-grants-1997_04