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Methanol → HCID 89649130, Verbindung

HRID 2207652
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2207652
[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([F:21])=[C:8]([C:10]2[CH:15]=[C:14]([CH:16]([CH3:18])[CH3:17])[N:13]=[C:12]([C:19]#N)[CH:11]=2)[CH:9]=1)[CH3:2].[O:22]1CCOC[CH2:23]1.C[OH:29]>Cl>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([F:21])=[C:8]([C:10]2[CH:15]=[C:14]([CH:16]([CH3:18])[CH3:17])[N:13]=[C:12]([C:19]([O:22][CH3:23])=[O:29])[CH:11]=2)[CH:9]=1)[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 312751,4-DioxaneHCID 89649694HCID 89649694, Verbindung

Produkt 1

HCID 89649130HCID 89649130, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A mixture of 4-(5-ethoxy-2-fluoro-phenyl)-6-isopropyl-pyridine-2-carbonitrile (which may be prepared as described in Description 114) (1.09 g, 3.8 mmol) in 4M HCl in dioxan (12 mL, 48 mmol) and methanol (12 mL) was heated to reflux under nitrogen overnight. The solvents were evaporated and ethyl acetate (150 ml) and NaHCO3 solution (150 ml) were added. The product was extracted into ethyl acetate (3 x) and the extracts were dried (Na2SO4) and concentrated. Chromatography (0-10% diethyl ether in DCM) gave methyl 4-(5-ethoxy-2-fluoro-phenyl)-6-isopropyl-pyridine-2-carboxylate (D115) (730.8 mg);

Aufarbeitung

  1. temperatureto reflux under nitrogen overnight
  2. customThe solvents were evaporated
  3. additionethyl acetate (150 ml) and NaHCO3 solution (150 ml) were added
  4. extractionThe product was extracted into ethyl acetate (3 x)
  5. dry with materialthe extracts were dried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ea90dda6b5a943e5b7bcc1d48daf201a
Quelldatensatz
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09376436B2

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