ChemicalBook--->CAS DataBase List--->935667-50-8

935667-50-8

935667-50-8 Structure

935667-50-8 Structure
IdentificationBack Directory
[Name]

5-fluoropyriMidine-2-carbaldehyde
[CAS]

935667-50-8
[Synonyms]

5-fluoropyriMidine-2-carbaldehyde
5-FluoropyriMidine-2-carboxaldehyde
2-Pyrimidinecarboxaldehyde, 5-fluoro-
[Molecular Formula]

C5H3FN2O
[MDL Number]

MFCD13189600
[MOL File]

935667-50-8.mol
[Molecular Weight]

126.09
Chemical PropertiesBack Directory
[Boiling point ]

272.3±32.0 °C(Predicted)
[density ]

1.374±0.06 g/cm3(Predicted)
[storage temp. ]

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

-2.22±0.22(Predicted)
[Appearance]

Orange to red Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

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

5-fluoropyriMidine-2-carbaldehyde(935667-50-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Fluoro-2-pyrimidinecarbonitrile

38275-55-7

5-fluoropyriMidine-2-carbaldehyde

935667-50-8

General procedure for the synthesis of 5-fluoropyrimidine-2-carbaldehyde from 2-cyano-5-fluoropyrimidine: To an anhydrous THF solution of 5-fluoropyrimidine-2-carbonitrile (1.0 g, 8.1 mmol) was slowly added a solution of DIBAL-H (8.1 mL) over a period of 20 min at -78 °C. The reaction mixture was continued to be stirred at this temperature for 2 h. The reaction was subsequently quenched by the addition of MeOH. The reaction system was slowly warmed to room temperature and then concentrated HCl solution was added. The resulting mixture was stirred at room temperature for 2 h before being extracted with an aqueous layer and EtOAc (3 times). The combined organic phases were washed with brine and dried over MgSO4. The solvent was removed by concentration under reduced pressure to give 5-fluoropyrimidine-2-carbaldehyde (780 mg, 76% yield). Mass spectrometry result: [M+H]+ 127.

[References]

[1] Patent: WO2007/49041, 2007, A1. Location in patent: Page/Page column 71
[2] Patent: WO2008/117050, 2008, A1. Location in patent: Page/Page column 64
[3] Patent: WO2008/135786, 2008, A1. Location in patent: Page/Page column 53
[4] Patent: WO2013/142269, 2013, A1. Location in patent: Paragraph 0645; 0646; 0647
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