Reaktion #802285

Reaktionsgleichung

tert-butyl (5-(7-chloro-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate

XantPhos

Cs2CO3

acetamide

→

title compound

Ausbeute 90.0%

tert-butyl (5-(7-acetamido-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate

Ausbeute 90.0%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeSparge
2. 2
   TemperaturCool to RT
3. 3
   Sonstigeremove the solids
4. 4
   Filtrationvia filtration through diatomaceous earth
5. 5
   Waschenrinse well with THF
6. 6
   Einengenconcentrate the filtrate to dryness
7. 7
   Sonstigepurify via silica gel chromatography (EtOAc/Hex)

Vorschrift

Sparge a mixture of tert-butyl (5-(7-chloro-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate (0.664 g, 1.636 mmol), XantPhos (0.189 g, 0.327 mmol), Cs2CO3 (1.066 g, 3.27 mmol) and acetamide (0.483 g, 8.18 mmol) in dioxane (16 mL) with Ar, add Pd2(dba)3 (0.150 g, 0.164 mmol) and heat at 100° C. overnight. Cool to RT, remove the solids via filtration through diatomaceous earth, rinse well with THF, concentrate the filtrate to dryness and purify via silica gel chromatography (EtOAc/Hex) to afford the title compound (630 mg, 90%) as a glass. MS (ESI) m/z: 429.2 (M+H+).

Quelle