Ethanolamine → 5-Chloro-6-(2-hydroxyethylamino)nicotinonitrile

Temperatur

80 °C

A mixture of 5,6-dichloro-nicotinonitrile (Bionet GC-0755, 500 mg, 2.89 mmol) and ethanolamine (0.87 mL, 14.45 mmol) was prepared in anhydrous dioxane (5 mL) and heated at 80° C. for 24 hours. The reaction mixture was diluted with MTBE (50 mL) and washed with water (2×25 mL) and brine (25 ml). The aqueous layers were extracted with MTBE (50 mL). The organic layers were combined, dried (Na2SO4) and concentrated under reduced pressure to give the title compound as a white powder (510 mg, 89%). HPLC (Method A), Rt: 1.9 min (purity: 99.9%). UPLC/MS, M−(ESI): 196.0.

1. washwashed with water (2×25 mL) and brine (25 ml)
2. extractionThe aqueous layers were extracted with MTBE (50 mL)
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-b11165d2daa7499a92542ae889486fb3

Quelldatensatz

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08791142B2