Morpholine → (S)-1-(1-Methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

HRID 75286

Reaktionsgleichung

Reaktionsgleichung von HRID 75286
Br[C:2]1[CH:3]=[C:4]2[N:13]([CH3:14])[CH:12]=[CH:11][C:5]2=[N:6][C:7]=1[C@@H:8]([NH2:10])[CH3:9].CC(C)([O-])C.[K+].[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>COCCOC>[CH3:14][N:13]1[C:4]2[C:5](=[N:6][C:7]([C@@H:8]([NH2:10])[CH3:9])=[C:2]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:3]=2)[CH:11]=[CH:12]1

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 23665647Potassium tert-butoxideHCID 86707977(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

Produkt 1

HCID 86707976(S)-1-(1-Methyl-6-morpholino-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine (1.6 g, 6.30 mmol) was stirred with potassium tert-butoxide (2.83 g, 25.2 mmol) and morpholine (6.58 g, 76 mmol) in DME (50 mL) at 88° C. for 4 hours. The mixture was then concentrated in vacuo. The residue was taken up in acetonitrile and water, and was lyophilized to give the title compound, which was used without further purification. ESI-MS m/z [M+H]+ calc'd for C14H20N4O, 261; found 261.

Aufarbeitung

  1. concentrationThe mixture was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4cbd1736e79d42b396bc73bd97b79d20
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835420B2

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