Lot numbers can be found on the outside label of a product:
5-Bromo-4-methoxy-6-methylpyrimidine
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CAS No. 4319-87-3
- Cat. No. CS-0037927
- Purity≥98%
- MDL No.MFCD19382397
*For research and further manufacturing use only, not for direct human use.
Structure of 4319-87-3
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General Information
- CAS No. 4319-87-3
- Cat. No. CS-0037927
- Purity ≥98%
- MDL No. MFCD19382397
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₇BrN₂O
- Molecular Weight 203.04
- Synonym(s) 5-Brom-4-methoxy-6-methylpyrimidin
- SMILES CC1=C(C(=NC=N1)OC)Br
Description
5-Bromo-4-methoxy-6-methylpyrimidine features a pyrimidine core functionalized with bromo, methoxy, and methyl groups at strategic positions. This electron-deficient heterocycle serves as a key scaffold for medicinal chemistry applications, offering enhanced metabolic stability and tailored reactivity in cross-coupling transformations. The substitution pattern enables precise tuning of electronic and steric properties for drug discovery workflows.
Application
5-Bromo-4-methoxy-6-methylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its well-defined regiochemistry and stability under standard reaction conditions facilitate reliable synthesis of substituted pyrimidines. The bromo group provides a high-yielding handle for Suzuki, Stille, or Negishi coupling, while the methoxy and methyl substituents offer predictable electronic modulation and orthogonal reactivity. This compound functions effectively in the construction of bioactive heterocyclic scaffolds and is compatible with common purification methods.
Synthesis
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Route1
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124-41-4 -
In-stock
3438-55-9 - ~81%
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In-stock
4319-87-3
References
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INCYTE CORPORATION Patent: WO2005/105814 A1, 2005 ; Location in patent: Page/Page column 67-68 ; WO 2005/105814 A1
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Route2
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67-56-1
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In-stock
3438-55-9
- ~79%
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In-stock
4319-87-3
References
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Wang, Zhihan; Chi, Yushi; Harris, Anthony R.; Gray, David; Davoren, Jennifer E. Synthesis, 2011 , # 10 art. no. M25011SS, p. 1529 - 1531
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Route3
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In-stock
3524-87-6 - ~%
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In-stock
4319-87-3
References
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Wang, Zhihan; Chi, Yushi; Harris, Anthony R.; Gray, David; Davoren, Jennifer E. Synthesis, 2011 , # 10 art. no. M25011SS, p. 1529 - 1531
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 35.01
- LogP 1.55612
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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