2-Pyrimidinecarboxylicacid,5-methyl-,methylester(6CI,9CI) Chemical Properties

Melting point:

99-101℃

Boiling point:

270℃

Density 

1.169

Flash point:

117℃

storage temp. 

2-8°C

form 

solid

pka

-0.99±0.22(Predicted)

Appearance

Light yellow to light brown Solid

InChI

1S/C7H8N2O2/c1-5-3-8-6(9-4-5)7(10)11-2/h3-4H,1-2H3

InChIKey

WBEDYPRLVFMBSD-UHFFFAOYSA-N

SMILES

CC1=CN=C(C(OC)=O)N=C1

CAS DataBase Reference

76196-80-0

Safety Information

HS Code 

2933599590

Storage Class

11 - Combustible Solids

2-Pyrimidinecarboxylicacid,5-methyl-,methylester(6CI,9CI) Usage And Synthesis

Uses

5-Methyl-2-pyrimidinecarboxylic acid methyl ester can be used as a pharmaceutical synthesis intermediate.

Synthesis

Synthesis of 2-Pyrimidinecarboxylicacid,5-methyl-,methylester(6CI,9CI): to a stirred solution of 2-chloro-5-methylpyrimidine (200 mg, 1.55 mmol) in MeOH:CH3CN (4:1, 10 mL) under argon atmosphere was added Pd(dppf)Cl2 (227 mg, 0.31 mmol) and triethylamine (0.45 mL, 3.11 mmol ) at room temperature; heated to 100 ??C and stirred in a steel bomb for 16 h under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated in vacuum to give the crude product methyl 5-methyl-2-pyrimidinecarboxylate. The crude product was purified by silica gel column chromatography using 60% EtOAc/hexane as methyl 5-methyl-2-pyrimidinecarboxylate (146 mg, 62%) as a brick red solid.

2-Pyrimidinecarboxylicacid,5-methyl-,methylester(6CI,9CI)(76196-80-0)Related Product Information

• 5-METHYL-2-PYRIMIDINEACETIC ACID
• DL-Pyroglutamic acid
• Ectoine