Formic Acid → 2-(6,7-difluoro-1H-benzimidazol-1-yl)ethanol

HRID 419932Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 419932
[NH2:1][C:2]1[C:7]([NH:8][CH2:9][CH2:10][OH:11])=[C:6]([F:12])[C:5]([F:13])=[CH:4][CH:3]=1.[CH:14](O)=O>>[F:13][C:5]1[CH:4]=[CH:3][C:2]2[N:1]=[CH:14][N:8]([CH2:9][CH2:10][OH:11])[C:7]=2[C:6]=1[F:12]

Komponenten

3

Edukt 2

HCID 284Formic AcidHCID 579390152-[(6-Amino-2,3-difluorophenyl)amino]ethanol

Produkt 1

HCID 579390212-(6,7-difluoro-1H-benzimidazol-1-yl)ethanol

Versuchsvorschrift

A solution of 2-[(6-amino-2,3-difluorophenyl)amino]ethanol in 100 ml of formic acid is heated at 100° C. for 2 hours. The reaction is concentrated to dryness, taken into 100 ml of 2 N NH3 in ethanol and stirred for 2.5 hrs. The reaction is concentrated and taken into ethyl acetate. The resulting precipitate is collected by filtration and rinsed with cold ethyl acetate. The mother liquor is concentrated and purified by silica gel flash chromatography using ethyl acetate/heptane. The combined yield is 3.2 g or 93% for two steps based on 3.8 g of 2-[(2,3-difluoro-6-nitrophenyl)amino]ethanol.

Aufarbeitung

  1. concentrationThe reaction is concentrated to dryness
  2. concentrationThe reaction is concentrated
  3. filtrationThe resulting precipitate is collected by filtration
  4. washrinsed with cold ethyl acetate
  5. concentrationThe mother liquor is concentrated
  6. custompurified by silica gel flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-63dda61e174b4e32ba0395fce8589eda
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093402B2

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