Isopropyltriphenylphosphonium iodide → 1-Benzyl-4-[N-ethyl-N-(3-(2-methyl-1-propenyl)-2-pyridinyl)amino]piperidine

HRID 361795Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 361795
[CH2:1]([Li])[CH2:2][CH2:3]C.[I-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)C.[CH2:29]([N:36]1[CH2:41][CH2:40][CH:39]([N:42]([CH2:51][CH3:52])[C:43]2[C:48]([CH:49]=O)=[CH:47][CH:46]=[CH:45][N:44]=2)[CH2:38][CH2:37]1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([N:36]1[CH2:41][CH2:40][CH:39]([N:42]([CH2:51][CH3:52])[C:43]2[C:48]([CH:49]=[C:2]([CH3:3])[CH3:1])=[CH:47][CH:46]=[CH:45][N:44]=2)[CH2:38][CH2:37]1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Komponenten

4

Edukt 3

HCID 2723783Isopropyltriphenylphosphonium iodideHCID 107821931-Benzyl-4-[N-ethyl-N-(3-(formyl)-2-pyridinyl)amino]piperidineHCID 178418339Butyllithium

Produkt 1

HCID 106654941-Benzyl-4-[N-ethyl-N-(3-(2-methyl-1-propenyl)-2-pyridinyl)amino]piperidine

Versuchsvorschrift

Following the general procedure of EXAMPLE 16 and making non-critical variations but starting with n-butyl lithium (1.6M, 4.3 ml, 6.8 mmol), isopropyltriphenylphosphonium iodide (2.9 g, 6.8 mmol), and 1-benzyl-4-[N-ethyl-N-(3-(formyl)-2-pyridinyl)amino]piperidine (XXI, EXAMPLE 12, 1.1 g, 3.4 mmol), the title compound is obtained, NMR (300 MHz, CDCl3) 1.08, 1.71-1.80, 1.90, 1.90-2.00, 2.01, 2.98-3.03, 3.30-3.45, 3.43, 3.57, 6.18, 6.89, 7.32-7.45, 7.46 and 8.24δ.

Quellen und Nachweise

ORD-Eintrag
ord-93abc8e1a84745d7933428b85becfe07
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866589

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