1,2-Dimethoxyethane → 7-Azaindole N-oxide 3-chlorobenzoate

HRID 79507

Reaktionsgleichung

Reaktionsgleichung von HRID 79507
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([O:10]O)=[O:9])[CH:3]=1.[NH:12]1[C:16]2=[N:17][CH:18]=[CH:19][CH:20]=[C:15]2[CH:14]=[CH:13]1.C(COC)[O:22]C>CCCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[C:8]([O-:10])=[O:9].[OH:22][N+:17]1[CH:18]=[CH:19][CH:20]=[C:15]2[CH:14]=[CH:13][NH:12][C:16]=12

Komponenten

5

Edukt 3

HCID 80711,2-DimethoxyethaneHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 70297m-Chloroperbenzoic acid

Produkt 1

HCID 115728637-Azaindole N-oxide 3-chlorobenzoateAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8900HeptaneLösungsmittel

Versuchsvorschrift

meta-Chloroperbenzoic acid (“m-CPBA”; 25.4 g, 147 mmol) was added portionwise to 1H-pyrrolo[2,3-b]pyridine (15.0 g, 127 mmol) in 1:2 dimethoxyethane (“DME”):heptane (80:160 mL) at 10° C. The reaction was then stirred at room temperature for 1 hour. The precipitate was filtered and washed with 1:2 DME:heptane. The precipitate was then dried to give 7-hydroxy-1H-pyrrolo[2,3-b]pyridin-7-ium 3-chlorobenzoate (33.0 g, 89.4% yield).

Aufarbeitung

  1. customat 10° C
  2. filtrationThe precipitate was filtered
  3. washwashed with 1:2 DME
  4. customThe precipitate was then dried

Quellen und Nachweise

ORD-Eintrag
ord-3ad0b0570cd948589fc657a1adacabd3
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841304B2

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