Ammonium Chloride → HCID 57832734, Verbindung

HRID 729454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 729454
[Br:1][C:2]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]([C:17]#[N:18])=[N:15][CH:16]=2)[CH2:7][CH2:6]1.[N-:24]=[N+:25]=[N-:26].[Na+].[Cl-].[NH4+]>CN(C=O)C>[Br:1][C:2]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[N:15][C:14]([C:17]3[N:24]=[N:25][NH:26][N:18]=3)=[CH:13][N:12]=2)[CH2:7][CH2:6]1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 688192205-[4-(2-Bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carbonitrile

Produkt 1

HCID 57832734HCID 57832734, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrazine-2-carbonitrile from Step 5 (0.200 g, 0.530 mmol) in DMF (2 mL) was added sodium azide (0.070 g, 1.06 mmol) and ammonium chloride (0.284 g, 5.30 mmol). After a period of 3 h at 130° C., the reaction mixture was cooled and partitioned between ethyl acetate and brine. The organic phase was separated, dried over sodium sulfate and evaporated. To the crude product was added a mixture of ether-hexane (1:1). The resulting solid was filtered to provide the title compound.

Aufarbeitung

  1. temperaturethe reaction mixture was cooled
  2. custompartitioned between ethyl acetate and brine
  3. customThe organic phase was separated
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. additionTo the crude product was added
  7. additiona mixture of ether-hexane (1:1)
  8. filtrationThe resulting solid was filtered

Quellen und Nachweise

ORD-Eintrag
ord-a359bc09b15043a59a73a17b106b7778
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582633B2

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