Formaldehyde → 2-[4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-piperazinyl]nicotinonitrile

HRID 1768357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1768357
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[N:10]1([C:16]2[N:23]=[CH:22][CH:21]=[CH:20][C:17]=2[C:18]#[N:19])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.[C:24]([O-])(=O)C.[Na+].C=O>>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH2:24][N:13]2[CH2:12][CH2:11][N:10]([C:16]3[N:23]=[CH:22][CH:21]=[CH:20][C:17]=3[C:18]#[N:19])[CH2:15][CH2:14]2)=[CH:2]1

Komponenten

5

Edukt 4

HCID 712FormaldehydeHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 517045Sodium AcetateHCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrile

Produkt 1

HCID 220659942-[4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-piperazinyl]nicotinonitrile

Versuchsvorschrift

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol), 2-(1-piperazinyl)nicotinonitrile (75 mg, 0.48 mmol), sodium acetate (72 mg, 0.53 mmol), and formaldehyde (0.48 mmol) were processed as described in Example 18 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.57 (m, 4H) 3.50 (m, 4H) 3.84 (s, 2H) 6.63 (m, 2H) 6.81 (m, 1H) 7.32 (m, 1H) 7.52 (m, 1H) 7.77 (m, 1H) 7.90 (m, 1H). (ESI) m/z 319 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-bc05b180f27f42c9baeab2f4a6b74882
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235661B2

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