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HCID 178479711, Verbindung → 7-Chloro-3-(2,2,2-trifluoroethyl)imidazo[1,2-a]pyridine-8-carbonitrile

HRID 2361742
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2361742
O[C:2]1[CH:7]=[CH:6][N:5]2[C:8]([CH2:11][C:12]([F:15])([F:14])[F:13])=[CH:9][N:10]=[C:4]2[C:3]=1[C:16]#[N:17].O(Cl)[Cl:19].[P+5]>>[Cl:19][C:2]1[CH:7]=[CH:6][N:5]2[C:8]([CH2:11][C:12]([F:15])([F:14])[F:13])=[CH:9][N:10]=[C:4]2[C:3]=1[C:16]#[N:17]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 178479711HCID 178479711, VerbindungHCID 178510511HCID 178510511, Verbindung

Produkt 1

HCID 580811367-Chloro-3-(2,2,2-trifluoroethyl)imidazo[1,2-a]pyridine-8-carbonitrileAusbeute 56 %

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of compound D5 (1 g, 4.148 mmol) and phosphorus (V) oxychloride (2 ml) was subjected to microwave heating at 130° C. for 15 min. After cooling to room temperature, the solvent was evaporated in vacuo. The residue was then treated with NaHCO3 (aqueous sat. solution) and extracted with DCM. The organic layer was separated, dried (MgSO4) and evaporated in vacuo. The crude product was purified by column chromatography (silica gel; Et2O as eluent). The desired fractions were collected and evaporated in vacuo to yield compound D6 (0.6 g, 56%) as a yellow solid.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated in vacuo
  3. additionThe residue was then treated with NaHCO3 (aqueous sat. solution)
  4. extractionextracted with DCM
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. customevaporated in vacuo
  8. customThe crude product was purified by column chromatography (silica gel; Et2O as eluent)
  9. customThe desired fractions were collected
  10. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-160a517fc40542cda566fedb1e37d7f3
Quelldatensatz
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08691813B2

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