Acetic Acid → HCID 70031142, Verbindung

HRID 397534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 397534
[NH2:1][C:2]1[C:3]([F:14])=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[C:5]([F:8])=[CH:6][CH:7]=1.CC(O)=O.[CH:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)=[CH2:20]>CO>[N:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH2:19][CH2:20][NH:1][C:2]1[C:3]([F:14])=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[C:5]([F:8])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 75212-VinylpyridineHCID 10965547Methyl 2-(3-amino-2,6-difluorophenyl)acetate

Produkt 1

HCID 70031142HCID 70031142, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 402 mg (2.0 mmol) of methyl 3-amino-2,6-difluorophenylacetate (prepared in step 3 of example 24) in 15 mL of MeOH was treated with 1.1 mL (20.0 mmol) of HOAc and 0.28 mL (2.6 mmol) of 2-vinylpyridine. The reaction mixture was stirred at reflux for 16 h. The mixture was cooled and the acetic acid was removed in vacuo. The residue was dissolved in EtOAc and washed with saturated NaHCO3 (4×5 mL), water (1×10 mL) and brine. Column chromatography (1:4 EtOAc/Hex) afforded methyl 3-(2-pyridylethyl)amino-2,6-difluorophenylacetate.

Aufarbeitung

  1. temperatureat reflux for 16 h
  2. temperatureThe mixture was cooled
  3. customthe acetic acid was removed in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with saturated NaHCO3 (4×5 mL), water (1×10 mL) and brine

Quellen und Nachweise

ORD-Eintrag
ord-d57aae8940ad42a39594f288979475f2
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610701B2

Notizen zur Reaktion

Wird geladen…