ChemicalBook--->CAS DataBase List--->1227177-68-5

1227177-68-5

1227177-68-5 Structure

1227177-68-5 Structure
IdentificationBack Directory
[Name]

3-cyclopropyl-2-fluoropyridine
[CAS]

1227177-68-5
[Synonyms]

3-cyclopropyl-2-fluoropyridine
Pyridine, 3-cyclopropyl-2-fluoro-
[Molecular Formula]

C8H8FN
[MDL Number]

MFCD20528324
[MOL File]

1227177-68-5.mol
[Molecular Weight]

137.15
Chemical PropertiesBack Directory
[Boiling point ]

187.1±28.0 °C(Predicted)
[density ]

1.194±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

-0.06±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[HS Code ]

2933399990
Hazard InformationBack Directory
[Synthesis]

Potassium cyclopropyltrifluoroborate

1065010-87-8

2-Fluoro-3-iodopyridine

113975-22-7

3-cyclopropyl-2-fluoropyridine

1227177-68-5

2-Fluoro-3-iodopyridine (300 mg, 1.34 mmol), potassium cyclopropyltrifluoroborate (498 mg, 3.36 mmol) and palladium(II) acetate (30 mg, 0.135 mmol) were dissolved in toluene (4 mL) under nitrogen protection. Tricyclohexylphosphine (75 mg, 0.27 mmol), tripotassium phosphate (1.1 g, 5.38 mmol) and water (0.4 mL) were then added. The reaction mixture was placed in a microwave reactor and heated at 130 °C for 2 hours. After completion of the reaction, it was cooled to room temperature, water was added and the aqueous layer was extracted with dichloromethane (DCM). The organic layers were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate, and concentrated to give 3-cyclopropyl-2-fluoropyridine (200 mg, 97% yield). UPLC-MS (Method 2): retention time (R) = 0.94 min; MS (ESI positive ion mode): m/z = 138 ([M + H]+).

[References]

[1] Patent: WO2014/184275, 2014, A1. Location in patent: Page/Page column 107; 108
[2] Patent: US2014/343065, 2014, A1. Location in patent: Paragraph 0449; 0450; 0451
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