5-Bromo-1,2,3,4-tetrahydroisoquinoline

Name: 5-Bromo-1,2,3,4-tetrahydroisoquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 81237-69-6
Cat. No. CS-D0886
Purity≥95%
MDL No.MFCD08544279

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Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

*For research and further manufacturing use only, not for direct human use.

5-Bromo-1,2,3,4-tetrahydroisoquinoline|CS-D0886

Structure of 81237-69-6

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General Information

CAS No. 81237-69-6
Cat. No. CS-D0886
Purity ≥95%
MDL No. MFCD08544279
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrN
Molecular Weight 212.09
Synonym(s) 5-BROMO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
SMILES BrC1=CC=CC2=C1CCNC2

Description

5-Bromo-1,2,3,4-tetrahydroisoquinoline features a bromine substituent at the 5-position of the tetrahydroisoquinoline core, delivering enhanced reactivity in cross-coupling and functionalization processes. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and bioactive molecule scaffolds due to its favorable electronic profile and solubility.

Application

5-Bromo-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and heteroaryl architectures. The tetrahydroisoquinoline core provides a rigid, pharmacologically relevant scaffold with favorable solubility and bench stability, supporting efficient functionalization and purification in standard reaction workflows.

Synthesis

Route1
- In-stock
  
  34784-04-8
- ~92%
- In-stock
  
  81237-69-6
References
- Ren, Dong; He, Lin; Yu, Lei; Ding, Ran-Sheng; Liu, Yong-Mei; Cao, Yong; He, He-Yong; Fan, Kang-Nian Journal of the American Chemical Society, 2012 , vol. 134, # 42 p. 17592 - 17598,7
Route2
- In-stock
  
  923591-51-9
- ~%
- In-stock
  
  81237-69-6
References
- WO2009/7747 A2, ; Page/Page column 45 ; WO 2009/007747 A2

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

Quality Control

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Computational Chemistry Data

TPSA 12.03
LogP 2.0948
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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5-Bromo-1,2,3,4-tetrahydroisoquinoline

CAS No. 81237-69-6

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