1-Methyl-3-pyrrolidinol → HCID 66803216, Verbindung

Reaktionsgleichung

[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3]1.Cl[C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][N:10]=1.O1CCC(OC2N=CC(C(OCC)=O)=CC=2)CC1>>[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([O:7][C:9]2[N:10]=[CH:11][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:18][CH:19]=2)[CH2:3]1

Komponenten

Edukt 3

HCID 930741-Methyl-3-pyrrolidinol

HCID 2799611Ethyl 6-chloronicotinate

HCID 66803133HCID 66803133, Verbindung

Produkt 1

HCID 66803216HCID 66803216, VerbindungAusbeute 25 %

Versuchsvorschrift

Ethyl 6-[(1-methylpyrrolidin-3-yl)oxy]pyridine-3-carboxylate was prepared from 1-methylpyrrolidin-3-ol (0.161 g, 1.59 mmol) and ethyl 6-chloronicotinate (0.269 g, 1.45 mmol) according to the method described for Intermediate 236. The crude material was purified by FCC, eluting with a gradient of 0-20% MeOH in EtOAc to afford the title compound as a colourless oil (0.089 g, 25%). 1H NMR (250 MHZ, CDCl3) δ ppm 8.82 (1H, m), 8.13 (1H, dt), 6.74 (1H, m), 5.43 (1H, m), 4.39 (2H, dq), 2.82 (3H, m), 2.40 (3H, s), 2.39 (2H, m), 2.04 (1H, m) and 1.40 (3H, dt).