5-Bromo-4-methoxypicolinonitrile

Name: 5-Bromo-4-methoxypicolinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 1256823-07-0
Cat. No. CS-0136805
Molecule weight213.03
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-4-methoxypicolinonitrile|CS-0136805

Structure of 1256823-07-0

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General Information

CAS No. 1256823-07-0
Cat. No. CS-0136805
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) None
SMILES N#CC1=NC=C(Br)C(OC)=C1

Description

5-Bromo-4-methoxypicolinonitrile features a pyridine core functionalized with bromine, methoxy, and nitrile groups at positions 5, 4, and 3 respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient construction of complex pharmaceutical intermediates under standard conditions.

Application

5-Bromo-4-methoxypicolinonitrile serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its dual electrophilic sites. The bromine and nitrile groups facilitate sequential functionalization, while the methoxy substituent enhances solubility and modulates reactivity. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 1294003-28-3
- ~55%
- In-stock
  
  1256823-07-0
References
- PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani Patent: WO2011/48525 A1, 2011 ; Location in patent: Page/Page column 41 ; WO 2011/048525 A1
Route2
- In-stock
  
  36057-44-0
- ~%
- In-stock
  
  1256823-07-0
References
- PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani Patent: WO2011/48525 A1, 2011 ; WO 2011/048525 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 45.91
LogP 1.72438
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-methoxypicolinonitrile

CAS No. 1256823-07-0

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