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Hydrochloric Acid → HCID 86620292, Verbindung

HRID 2043344
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2043344
[O:1]1CCO[CH:2]1[C:6]1[C:7]([F:22])=[C:8]([N:13]([CH2:20][CH3:21])[CH2:14][C:15]2[NH:16][CH:17]=[N:18][CH:19]=2)[CH:9]=[CH:10][C:11]=1[F:12].Cl>O1CCCC1>[CH2:20]([N:13]([CH2:14][C:15]1[NH:16][CH:17]=[N:18][CH:19]=1)[C:8]1[C:7]([F:22])=[C:6]([C:11]([F:12])=[CH:10][CH:9]=1)[CH:2]=[O:1])[CH3:21]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 66751231HCID 66751231, Verbindung

Produkt 1

HCID 86620292HCID 86620292, VerbindungAusbeute 59,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of (3-[1,3]dioxolan-2-yl-2,4-difluoro-phenyl)-ethyl-(3H-imidazol-4-ylmethyl)-amine (0.22 g, 0.70 mmol) in tetrahydrofuran (5 ml) was added a 3 N aqueous solution of hydrochloric acid (0.93 ml, 2.79 mmol) and the mixture was stirred at room temperature for 48 h. The mixture was then concentrated in vacuo and the residue taken up in ethyl acetate and washed with 1 N aq. sodium hydroxide solution. The layers were separated and the aqueous phase was back extracted twice with ethyl acetate. The combined organic phases were washed with saturated brine, then dried over magensium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (column: Isolute® Flash-NH2 (Separtis); eluent: methanol/dichloromethane gradient) to yield a yellow gum (111 mg, 48%); MS (ISP): 266.0 ((M+H)+.).

Aufarbeitung

  1. concentrationThe mixture was then concentrated in vacuo
  2. washwashed with 1 N aq. sodium hydroxide solution
  3. customThe layers were separated
  4. extractionthe aqueous phase was back extracted twice with ethyl acetate
  5. washThe combined organic phases were washed with saturated brine
  6. dry with materialdried over magensium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by flash chromatography (column: Isolute® Flash-NH2 (Separtis); eluent: methanol/dichloromethane gradient)

Quellen und Nachweise

ORD-Eintrag
ord-7f15591ff67a41f780deee29d18b170d
Quelldatensatz
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08586617B2

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