2-Methylpyrimidine-5-carbaldehyde

Name: 2-Methylpyrimidine-5-carbaldehyde
Brand: ChemScene
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CAS No. 90905-33-2
Cat. No. CS-D1652
Purity≥97%
MDL No.MFCD07186434

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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+

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2-Methylpyrimidine-5-carbaldehyde|CS-D1652

Structure of 90905-33-2

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General Information

CAS No. 90905-33-2
Cat. No. CS-D1652
Purity ≥97%
MDL No. MFCD07186434
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆N₂O
Molecular Weight 122.12
Synonym(s) 5-Pyrimidinecarboxaldehyde, 2-methyl- (9CI)
SMILES O=CC1=CN=C(C)N=C1

Description

2-Methylpyrimidine-5-carbaldehyde features a pyrimidine core with strategically positioned methyl and aldehyde groups, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient aldehyde serves as a reactive handle for nucleophilic additions, facilitating the synthesis of functionalized pharmaceutical intermediates under mild conditions.

Application

2-Methylpyrimidine-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds through standard carbonyl transformations. Its aldehyde functionality facilitates reductive amination, Grignard additions, and condensation reactions with amines or hydrazines, while the electron-deficient pyrimidine ring enhances reactivity in nucleophilic substitution processes. Bench-stable and readily purified by column chromatography, it functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 124-42-5
- 79-08-3
- 68-12-2
- ~46%
- In-stock
  
  90905-33-2
References
- Coleman, Paul J; Brashear, Karen M; Askew, Ben C; Hutchinson, John H; McVean, Carol A; Duong; Feuston, Bradley P; Fernandez-Metzler, Carmen; Gentile, Michael A; Hartman, George D; Kimmel, Donald B; Leu, Chih-Tai; Lipfert, Lorraine; Merkle, Kara; Pennypacker, Brenda; Prueksaritanont, Thomayant; Rodan, Gideon A; Wesolowski, Gregg A; Rodan, Sevgi B; Duggan, Mark E Journal of medicinal chemistry, 2004 , vol. 47, # 20 p. 4829 - 4837
Route2
- 2009-81-6
- 124-42-5
- ~19%
- In-stock
  
  90905-33-2
References
- Gupton, John T.; Gall, John E.; Riesinger, Steve W.; Smith, Stanton Q.; Bevirt, Kathy M.; et al. Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 5 p. 1281 - 1285

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 42.85
LogP 0.59752
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Methylpyrimidine-5-carbaldehyde

CAS No. 90905-33-2

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