Reaktion #1134344

Reaktionsgleichung

N1,N1-dimethylethane-1,2-diamine

(S)-ethyl 2-(2,6-difluoro-5-iodonicotinoyl)-3-((1-ethylpyrrolidin-2-yl)methylamino)acrylate

Intermediate 38

(S)-ethyl 2-(2,6-difluoro-5-iodonicotinoyl)-3-((1-ethylpyrrolidin-2-yl)methylamino)acrylate

K2CO3

→

(S)-ethyl 7-(2-(dimethylamino)ethylamino)-1-((1-ethylpyrrolidin-2-yl)methyl)-6-iodo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigereaction mixture
2. 2
   TemperaturThe reaction mixture cooled to room temperature
3. 3
   SonstigeThe reaction mixture was quenched with water
4. 4
   Extraktionextracted with EtOAc 3 times
5. 5
   WaschenThe combined organics were washed with brine two times
6. 6
   Trocknendried over Mg2SO4
7. 7
   Sonstigethe solvent removed
8. 8
   SonstigeCrude product was carried on without purification

Vorschrift

(S)-ethyl 2-(2,6-difluoro-5-iodonicotinoyl)-3-((1-ethylpyrrolidin-2-yl)methylamino)acrylate (Intermediate 38, 0.360 g, 0.73 mmol) was taken up in DMF (5 mL), K2CO3 (0.303 g, 2.19 mmol) was added and reaction mixture was heated to 90° C. for 15 min. The reaction mixture cooled to room temperature and N1,N1-dimethylethane-1,2-diamine (0.080 mL, 0.73 mmol) was added and stirred for 15 min. The reaction mixture was quenched with water and extracted with EtOAc 3 times. The combined organics were washed with brine two times, dried over Mg2SO4, and the solvent removed. Crude product was carried on without purification.

Quelle