Chemical Structure and Identity

(4-Chlorobenzoyl)pyrrolidine is a tertiary aromatic amide formed by the condensation of 4-chlorobenzoic acid (or its activated derivative) with pyrrolidine. The molecule consists of a para-chloro-substituted benzene ring bearing a carbonyl (C=O) group directly bonded to the nitrogen of the pyrrolidine ring. Because the nitrogen in the amide bond is part of a cyclic secondary amine (pyrrolidine), the resulting amide is tertiary and lacks an N–H bond. This structural arrangement confers restricted rotation around the C–N amide bond, a property commonly observed in cyclic tertiary amides.

The 4-chlorophenyl substituent introduces an electron-withdrawing halogen that can influence the compound's reactivity in cross-coupling reactions, nucleophilic aromatic substitution, and other transformations relevant to synthetic chemistry. The pyrrolidine ring is a pharmacophore found in many bioactive molecules, making this compound a useful scaffold in drug discovery programs.

Research Applications

(4-Chlorobenzoyl)pyrrolidine is employed across several research disciplines:

• Medicinal Chemistry: The compound serves as a key intermediate in the synthesis of pharmacologically active molecules. The pyrrolidine amide motif is prevalent in approved drugs and clinical candidates because it can improve aqueous solubility, metabolic stability, and cell permeability relative to open-chain analogues.
• Organic Synthesis: The aryl chloride handle on the 4-chlorophenyl ring enables metal-catalyzed cross-coupling reactions (e.g., Suzuki, Buchwald–Hartwig, and Negishi couplings), allowing elaboration of the aromatic core without disrupting the amide functionality.
• Fragment-Based Drug Discovery: As a low-molecular-weight fragment containing a defined pharmacophoric pyrrolidine amide, this compound can be used in fragment screening campaigns or as a starting point for structure–activity relationship (SAR) studies.
• Chemical Biology: Pyrrolidine-containing amides have been investigated as inhibitors of various enzyme classes; (4-chlorobenzoyl)pyrrolidine or its derivatives may serve as reference standards or probe molecules in biochemical assays.

Handling, Storage, and Safety Guidelines

General Handling: As with all laboratory reagents, (4-Chlorobenzoyl)pyrrolidine should be handled with appropriate personal protective equipment (PPE) including nitrile gloves, safety goggles, and a laboratory coat. Operations that may generate dust or aerosols should be performed in a fume hood.

Storage: Store the compound in a tightly sealed container in a cool, dry, well-ventilated area away from incompatible materials such as strong oxidizing agents and strong bases. Refer to the product-specific Safety Data Sheet (SDS) provided by Aladdin Scientific for precise storage temperature recommendations and shelf-life information.

Disposal: Dispose of this compound and contaminated materials in accordance with local, regional, and national regulations for chemical waste. Do not pour down drains or release into the environment.

Safety Data: Always consult the SDS (available on the Aladdin Scientific product page for SKU C182418) before first use. The SDS contains detailed hazard classification, first-aid measures, and emergency response information specific to this compound.

Purity, Quality, and Ordering Information

Aladdin Scientific supplies (4-Chlorobenzoyl)pyrrolidine under catalog number C182418. Reagent-grade compounds from Aladdin Scientific are characterized by standard analytical techniques to confirm identity, purity, and batch consistency. Customers requiring specific purity specifications, certificate of analysis (CoA), or analytical data (such as NMR, HPLC, or MS confirmation) should contact Aladdin Scientific's technical support team or consult the product listing on the Aladdin website.

For bulk quantities, custom packaging, or quotations, procurement teams are encouraged to reach out to the Aladdin sales team directly. Multiple pack sizes may be available depending on current inventory; check the online catalog for up-to-date availability.

Frequently Asked Questions Overview

Researchers and procurement professionals frequently inquire about the identity confirmation, solubility, stability, and application scope of (4-Chlorobenzoyl)pyrrolidine. The FAQ section below addresses the most common questions. For questions not covered here, Aladdin Scientific's technical support team is available to assist.