(S)-2-(4-Bromophenyl)pyrrolidine

Name: (S)-2-(4-Bromophenyl)pyrrolidine
Brand: ChemScene
Availability: InStock
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CAS No. 1189152-82-6
Cat. No. CS-0041922
Purity≥95%
MDL No.MFCD06762256

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-2-(4-Bromophenyl)pyrrolidine|CS-0041922

Structure of 1189152-82-6

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General Information

CAS No. 1189152-82-6
Cat. No. CS-0041922
Purity ≥95%
MDL No. MFCD06762256
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂BrN
Molecular Weight 226.11
Synonym(s) (2S)-2-(4-bromophenyl)pyrrolidine
SMILES BrC1=CC=C([C@H]2NCCC2)C=C1

Description

(S)-2-(4-Bromophenyl)pyrrolidine is a chiral building block featuring a stereodefined pyrrolidine core linked to a para-brominated phenyl group. This configuration imparts distinct spatial orientation, enabling selective incorporation into bioactive molecules. The bromine substituent serves as a handle for further functionalization via cross-coupling reactions. The compound exhibits bench-stable handling characteristics and compatibility with diverse synthetic transformations under standard conditions.

Application

(S)-2-(4-Bromophenyl)pyrrolidine serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of biologically active compounds through standard coupling and functionalization reactions. Its brominated aromatic moiety facilitates palladium-catalyzed cross-couplings, while the pyrrolidine nitrogen offers reliable derivatization for pharmacophore optimization. The stereochemical integrity of the (S)-configuration ensures predictable reactivity and is well-suited for asymmetric synthesis workflows. This compound exhibits good bench stability and compatibility with common purification techniques, making it a practical choice for lead development and process-scale applications.

Synthesis

Route1
- 1207729-67-6
- ~10%
- In-stock
  
  1189152-82-6
References
- Reddy, Leleti Rajender; Prashad, Mahavir Chemical Communications, 2010 , vol. 46, # 2 p. 222 - 224

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 12.03
LogP 2.8736
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-2-(4-Bromophenyl)pyrrolidine

CAS No. 1189152-82-6

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