ChemicalBook--->CAS DataBase List--->60186-89-2

60186-89-2

60186-89-2 Structure

60186-89-2 Structure
IdentificationBack Directory
[Name]

4-BROMO-2,6-DIMETHOXY-PYRIMIDINE
[CAS]

60186-89-2
[Synonyms]

6-Bromo-2,4-dimethoxypyrimidine
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE
Pyrimidine, 4-bromo-2,6-dimethoxy-
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE ISO 9001:2015 REACH
[Molecular Formula]

C6H7BrN2O2
[MDL Number]

MFCD07787454
[MOL File]

60186-89-2.mol
[Molecular Weight]

219.04
Chemical PropertiesBack Directory
[Boiling point ]

294.7±43.0 °C(Predicted)
[density ]

1.563±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

-1.75±0.30(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

4-BROMO-2,6-DIMETHOXY-PYRIMIDINE(60186-89-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2,4,6-TRIBROMOPYRIMIDINE

36847-11-7

4-BROMO-2,6-DIMETHOXY-PYRIMIDINE

60186-89-2

To a 2L three-necked round-bottomed flask was added 2,4,6-tribromopyrimidine (54 g, 170.47 mmol, 1 eq.), methanol (500 mL), ethyl ether (500 mL), and a methanolic solution of sodium methanolate (30%, 76.7 g, 2.50 eq.), dropwise. The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was concentrated in vacuum. The concentrate was diluted with 1 L of ethyl acetate and the organic layer was subsequently washed with 3 x 500 mL of saturated sodium chloride solution. The organic layer was again concentrated in vacuum. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1:100 to 1:10) as eluent. The fractions containing the target product were combined and concentrated in vacuo to afford 23 g (62% yield) of 4-bromo-2,6-dimethoxypyrimidine as a white solid. The product was confirmed by LC-MS analysis: (ES, m/z): RT = 1.287 min, LCMS 28: m/z = 219 [M + 1].

[References]

[1] Patent: WO2017/181177, 2017, A1. Location in patent: Paragraph 01122; 01125-01127
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