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

HRID 1828287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1828287
[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-b139c597029b49bd9dfc1b67b891aac2
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07057042B2

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