Triethylamine → HCID 178514519, Verbindung

HRID 626741Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626741
[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1[CH:11]=O)=[N+:2]=[N-:3].[Cl:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[NH2:22].C(N(CC)CC)C>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1/[CH:11]=[N:22]/[C:15]1[C:14]([Cl:13])=[CH:19][C:18]([F:20])=[CH:17][C:16]=1[Cl:21])=[N+:2]=[N-:3]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 27740082,6-Dichloro-4-fluoroanilineHCID 866970534-Azido-5-fluoropyridine-3-carbaldehyde

Produkt 1

HCID 178514519HCID 178514519, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24193Titanium TetrachlorideKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a cooled (0° C.) solution of 4-azido-5-fluoro-pyridine-3-carbaldehyde (2.44 g, 14.7 mmol), 2,6-dichloro-4-fluorophenylamine (2.65 g, 14.7 mmol) and triethylamine (6.1 mL, 44 mmol) in DCM (50 mL) was added titanium tetrachloride (1M in DCM, 8.8 mL, 8.8 mmol) dropwise. The reaction mixture was stirred at 0° C. for 1 hour, warmed to room temperature, and stirred for a further 4 hours. The mixture was concentrated under reduced pressure. The residue was dissolved in toluene and filtered through Celite®. The filtrate was concentrated under to dryness under reduced pressure to afford the title compound that was used without further purification.

Aufarbeitung

  1. temperaturewarmed to room temperature
  2. stirringstirred for a further 4 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in toluene
  5. filtrationfiltered through Celite®
  6. concentrationThe filtrate was concentrated under to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-da6f08ddb3384eeab3f246e0db6b358c
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309240B2

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