5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine

Name: 5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 934266-82-7
Cat. No. CS-0038599
Purity≥95%
MDL No.MFCD11846492

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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+
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5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine|CS-0038599

Structure of 934266-82-7

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General Information

CAS No. 934266-82-7
Cat. No. CS-0038599
Purity ≥95%
MDL No. MFCD11846492
Storage RT, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃S
Molecular Weight 230.09
Synonym(s) 5-Bromothiazolo[5,4-b]pyridin-2-amine
SMILES NC(S1)=NC2=C1N=C(Br)C=C2

Description

5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine delivers a rigid, electron-deficient heteroaromatic scaffold ideal for cross-coupling and medicinal chemistry. The bromine at the 5-position enables efficient Pd-catalyzed transformations, while the pyridine-thiazole fusion provides enhanced planarity and binding affinity in target-directed synthesis.

Application

5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the amino group provides a handle for derivatization. This compound exhibits excellent bench stability and facilitates efficient functionalization in standard synthetic workflows, making it well-suited for medicinal chemistry and process development applications.

Synthesis

Route1
- In-stock
  
  13534-97-9
- 333-20-0
- ~75%
- In-stock
  
  934266-82-7
References
- TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: US2009/318425 A1, 2009 ; Location in patent: Page/Page column 39-40 ; US 20090318425 A1
Route2
- 1112982-76-9
- ~93%
- In-stock
  
  934266-82-7
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2009/129211 A1, 2009 ; Location in patent: Page/Page column 35; 37 ; WO 2009/129211 A1
Route3
- In-stock
  
  5418-51-9
- ~%
- In-stock
  
  934266-82-7
References
- Yakugaku Zasshi, , vol. 71, p. 662,665 Chem.Abstr., , p. 8109

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 51.8
LogP 2.036
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

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5-Bromo-[1,3]thiazolo[5,4-b]pyridin-2-amine

CAS No. 934266-82-7

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