Reaktion #168794

Reaktionsgleichung

5-hydroxy-3-methyl-pyridine-2-carbonitrile

sodium chlorodifluoroacetate

K2CO3

→

title compound

5-Difluoromethoxy-3-methyl-pyridine-2-carbonitrile

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with saturated aqueous NH4Cl soln
2. 2
   Trocknenthe combined organic layers dried over Na2SO4
3. 3
   Filtrationfiltrated
4. 4
   Einengenthe filtrate was concentrated

Vorschrift

A solution of 5-hydroxy-3-methyl-pyridine-2-carbonitrile (CAS registry 228867-86-5) (228 mg, 1.70 mmol), sodium chlorodifluoroacetate (CAS registry 1895-39-2) (518 mg, 3.40 mmol) and K2CO3 (705 mg, 5.10 mmol) in DMF (7 ml) was stirred for 0.5 h at 100° C. The reaction mixture was diluted with EtOAc and washed with saturated aqueous NH4Cl soln. and brine. The aqueous layers were reextracted with EtOAc, the combined organic layers dried over Na2SO4, filtrated and the filtrate was concentrated. The title compound was obtained as a colourless oil after flash chromatography on silica gel (cyclohexane/EtOAc gradient 0-3 min 95:5, 3-35 min 95:5 to 60:40).

Quelle