Reaktion #1728086

Reaktionsgleichung

trimethylacetyl chloride

N2

3-aminopyridine

triethylamine

→

title compound

Ausbeute 76.1%

2,2-Dimethyl-N-pyridin-3-yl-propionamide

Ausbeute 76.1%

Lösungsmittel

THF

diethylether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeEquip a 250-mL round bottom flask with an ice bath, a magnetic stirrer
2. 2
   workup.ADDITIONMix overnight
3. 3
   Temperaturwhile warming to RT
4. 4
   ExtraktionAdd water (100 mL), transfer to a separatory funnel, and extract
5. 5
   TrocknenDry the organic layer over Na2SO4
6. 6
   Filtrationfilter
7. 7
   Einengenconcentrate via a rotovap to a colorless oil that
8. 8
   Temperaturon cooling
9. 9
   SonstigeDry under high vacuum for 2.5 h

Vorschrift

Equip a 250-mL round bottom flask with an ice bath, a magnetic stirrer, and a N2 atmosphere. Add 3-aminopyridine (15 g, 159 mmol), THF (60 mL), diethylether (60 mL), triethylamine (17.7 g, 24.4 mL, 175 mmol). Cool the mixture to 0° C. and add trimethylacetyl chloride (21.0 g, 14.9 mL, 175 mmol) slowly via syringe. Mix overnight while warming to RT. Add water (100 mL), transfer to a separatory funnel, and extract and discard the lower aqueous layer. Dry the organic layer over Na2SO4, filter, and concentrate via a rotovap to a colorless oil that solidifies on cooling. Dry under high vacuum for 2.5 h to give the title compound as a tan solid 21.56 g (76%). MS (ES) m/z 179 [M+1]+.

Quelle