3-(1-oxo-4-carboxybutyl)-N-(3-pyridyl)-indole → 5-[1-(Pyridin-3-yl)-1H-indol-3-yl]pentanoic acid

HRID 64683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64683
O=[C:2]([C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH:10]=1)[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7]>C(O)(=O)C>[C:6]([CH2:5][CH2:4][CH2:3][CH2:2][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)[CH:10]=1)([OH:8])=[O:7]

Komponenten

3

Edukt 1

HCID 136726973-(1-oxo-4-carboxybutyl)-N-(3-pyridyl)-indole

Produkt 1

HCID 134903525-[1-(Pyridin-3-yl)-1H-indol-3-yl]pentanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 0.5 g of 3-(1-oxo-4-carboxybutyl)-N-(3-pyridyl)-indole in 7.5 ml of glacial acetic acid is added 0.5 g of borane-tert-butylamine complex. The reaction mixture is stirred at room temperature overnight. The reaction mixture is concentrated, the residue is dissolved in 10 ml of 1N sodium hydroxide, water is added to the residue, the pH is adjusted to 5.0 with hydrochloric acid and the product is filtered off and dried to yield 3-(4-carboxybutyl)-N-(3-pyridyl)-indole identical to the compound obtained in Example 3b.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated
  2. dissolutionthe residue is dissolved in 10 ml of 1N sodium hydroxide
  3. additionwater is added to the residue
  4. filtrationthe product is filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a7924439a9494912a45e5d106a437e48
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04609733

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