Dimethylformamide → 4-(4-bromo-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 1524705

Reaktionsgleichung

Reaktionsgleichung von HRID 1524705
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.[Br:11][C:12]1[CH:13]=[N:14][NH:15][CH:16]=1.CN(C=O)C>CCOC(C)=O>[Br:11][C:12]1[CH:13]=[N:14][N:15]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]3[NH:8][CH:9]=[CH:10][C:3]=23)[CH:16]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 163754-BromopyrazoleHCID 222736434-Bromo-1H-pyrrolo[2,3-b]pyridine

Produkt 1

HCID 574776724-(4-bromo-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 4-bromo-1H-pyrrolo[2,3-b]pyridine (1.10 g, 0.00558 mol) and 4-bromo-1H-pyrazole (1.2 g, 0.0084 mol) was heated neat to 150° C. for 2 h. DMF was added to dissolve the crude residue. This residue was taken up in EtOAc and washed with IN NaOH. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated to give a crude 4-(4-bromo-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine residue, LC/MS (M+H)+: 263, 265.

Aufarbeitung

  1. washwashed with IN NaOH
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5b28c86afc6440ee86c1968bdb39b09f
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079912B2

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