ChemicalBook--->CAS DataBase List--->878650-31-8

878650-31-8

878650-31-8 Structure

878650-31-8 Structure
IdentificationBack Directory
[Name]

Methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate
[CAS]

878650-31-8
[Synonyms]

Methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate
4-Pyrimidinecarboxylic acid, 2,6-dichloro-5-methoxy-, methyl ester
[Molecular Formula]

C7H6Cl2N2O3
[MDL Number]

MFCD16660462
[MOL File]

878650-31-8.mol
[Molecular Weight]

237.04
Chemical PropertiesBack Directory
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315-H302
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2,6-dichloro-5-methoxypyrimidine-4-carboxaldehyde

1446253-05-9

Methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate

878650-31-8

Example 5 Preparation of methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate: 2,6-dichloro-5-methoxypyrimidine-4-carboxaldehyde (50 g, 0.24 mol) was dissolved in a solvent mixture of methanol (1 L) and water (60 mL). Sodium bicarbonate (400 g) was added to this solution. A methanol/water (600 mL, v/v=9:1) solution of 2M bromine (192 g, 1.2 mol) was slowly added dropwise to the pyrimidine solution over a period of 45 min at 0°C while maintaining stirring. After the dropwise addition was completed, stirring was continued at the same temperature for 1 hour. Subsequently, the reaction mixture was warmed to room temperature and stirred for 4 hours. Upon completion of the reaction, the mixture was slowly poured into a mixture containing crushed ice (2 L), sodium bisulfite (50 g) and sodium chloride (200 g). The product was extracted with ethyl acetate (1L x 2), the organic layers were combined and dried over anhydrous sodium sulfate and filtered. The solvent was removed by concentration under reduced pressure to give a viscous mass, which was left to cure to give methyl 2,6-dichloro-5-methoxypyrimidine-4-carboxylate (50.8 g, 87% yield): ESIMS m/z 238 ([M+H]+).

[References]

[1] Patent: US2014/274703, 2014, A1. Location in patent: Paragraph 0197; 0198
[2] Patent: US2014/274701, 2014, A1. Location in patent: Paragraph 0156; 0157
[3] Patent: US2014/274696, 2014, A1. Location in patent: Paragraph 0238; 0239
[4] Patent: WO2013/102111, 2013, A1. Location in patent: Page/Page column 23
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