PYRIMIDINE-4-CARBOXALDEHYDE Chemical Properties

Boiling point:

225.3±13.0 °C(Predicted)

Density 

1.234±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

-0.14±0.10(Predicted)

form 

liquid

color 

Clear, faint yellow

InChI

InChI=1S/C5H4N2O/c8-3-5-1-2-6-4-7-5/h1-4H

InChIKey

OKULHRWWYCFJAB-UHFFFAOYSA-N

SMILES

C1=NC=CC(C=O)=N1

Safety Information

RIDADR 

1993

HazardClass 

3

PackingGroup 

Ⅲ

HS Code 

2933599590

PYRIMIDINE-4-CARBOXALDEHYDE Usage And Synthesis

Uses

Pyrimidine-4-carboxaldehyde is an aldehyde derivative that can be used as a pharmaceutical intermediate.

Synthesis

Method G: Synthesis of the intermediate 7(1-7) - pyrimidine-4-carbaldehyde. To a 10 mL solution of dioxane containing 1.0 g (10 mmol, 1.0 eq.) of 4-methylpyrimidine was added 1.2 g (10 mmol, 1.0 eq.) of selenium dioxide. The reaction mixture was heated at 100 °C for 5 hours and subsequently cooled to room temperature. After the addition of 0.25 g (2.3 mmol, 0.23 eq.) of selenium dioxide was made up, the heating was continued at 100 °C for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and filtered through Celite. The filter cake was washed with 200 mL of ethyl acetate, and the filtrates were combined and concentrated under vacuum. The resulting dark brown oil was suspended with 200 mL of dichloromethane and filtered. Finally, the solvent was removed by vacuum to give 0.3 g (2.8 mmol, 28% yield) of pyrimidine-4-carbaldehyde (1-7) as a dark brown oily product.

References

[1] Heterocycles, 2003, vol. 60, # 4, p. 953 - 957
[2] Patent: WO2007/104053, 2007, A2. Location in patent: Page/Page column 36
[3] Patent: US2003/125339, 2003, A1
[4] Patent: EP150984, 1991, B1
[5] Patent: US4826833, 1989, A

PYRIMIDINE-4-CARBOXALDEHYDE(2435-50-9)Related Product Information

• PYRIMIDINE-5-CARBOXALDEHYDE
• PYRAZOLO[1,5-A]PYRIMIDINE-5,7(4H,6H)-DIONE
• 4,6-Pyrimidinedicarbonitrile (9CI)
• Pyrimidine-5-boronic acid pinacol ester
• DIMETHYL PYRIMIDINE-4,6-DICARBOXYLATE
• 2-Pyrimidinecarboxamide (6CI,7CI,9CI)
• Pyrimidine-2-carboxylic acid
• 5-Pyrimidinecarboxylic acid
• Pyrimidine
• 4-Pyrimidinecarboxylic acid
• METHYL 2-CHLORO-6-METHYLPYRIMIDINE-4-CARBOXYLATE
• 2-METHYLSULFANYL-PYRIMIDINE-4-CARBALDEHYDE
• 6-Oxo-3H-pyrimidine-4-carboxylic acid
• 5-IODOOROTIC ACID
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• 2-PROPYL-PYRIMIDINE-5-CARBALDEHYDE
• 4,6-Dihydroxy-2-methylpyrimidine-5-carbaldehyde
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