تفاعل #302949

معادلة التفاعل

4-iodopyrazole

n-butyllithium

ethyl picolinate

→

titled compound

المردود 10.1%

(1H-pyrazol-4-yl)-pyridin-2-ylmethanone

المردود 10.1%

المذيبات

ammonium chloride

tetrahydrofuran

hexane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to −10° C.
2. 2
   workup.STIRRINGby stirring at room temperature for 1.5 hours
3. 3
   استخلاصextracted with diethyl ether
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   تجفيفdried over sodium sulfate
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىThe resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: hexane:ethyl acetate=1:1 to 1:2)

الإجراء التجريبي

To a solution of 4-iodopyrazole (1.0 g) in tetrahydrofuran (10 mL), a solution of n-butyllithium in hexane (2.6 M, 4.8 mL) was added dropwise at −10° C. and stirred at room temperature for 1 hour. The reaction mixture was cooled to −10° C. and ethyl picolinate (0.86 g) was added thereto, followed by stirring at room temperature for 1.5 hours. The reaction mixture was diluted with saturated aqueous ammonium chloride and extracted with diethyl ether. The organic layer was washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: hexane:ethyl acetate=1:1 to 1:2) to give the titled compound (0.090 g) as a colorless solid.

المصدر