Sodium Hydroxide → 5-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile

HRID 628443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 628443
[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]#[N:21])[N:10](S(C3C=CC=CC=3)(=O)=O)[C:5]2=[CH:4][CH:3]=1.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]2[CH:8]=[C:9]([C:20]#[N:21])[NH:10][C:5]2=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 118159515HCID 118159515, Verbindung

Produkt 1

HCID 918259655-Chloro-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-Chloro-1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine-2-carbonitrile (0.50 g, 1.6 mmol, from Step 1) in THF (10. mL) was treated with 1.0 M NaOH (10. mL, 10. mmol) until removal of phenylsulfonyl protecting group was complete as determined by LCMS. The reaction mixture was extracted with three portions of EtOAc. The combined organic extracts were dried over sodium sulfate, filtered and concentrated until solid product precipitated. The solid was collected via filtration and triturated with EtOAc. Yield: (0.21 g, 75%).

Aufarbeitung

  1. extractionThe reaction mixture was extracted with three portions of EtOAc
  2. dry with materialThe combined organic extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated until solid product
  5. customprecipitated
  6. filtrationThe solid was collected via filtration
  7. customtriturated with EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-40eae511440941418ee7d59ca31acc13
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309246B2

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