Methyl-phenyl-carbamic Acid 4-(2-oxo-2H-pyridin-1-ylmethyl)-phenyl Ester → Methyl-phenyl-carbamic acid 4-[2-(pyridin-2-yloxy)-ethyl]-phenyl ester

HRID 1180053

Reaktionsgleichung

Reaktionsgleichung von HRID 1180053
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11](=[O:20])[N:12]([CH3:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:5]=1.O[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.O=C1C=CC=CN1CC1C=CC(OC(=O)N(C)C2C=CC=CC=2)=CC=1>>[N:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[O:1][CH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11](=[O:20])[N:12]([CH3:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:8][CH:9]=1

Komponenten

4

Edukt 3

HCID 69518928Methyl-phenyl-carbamic Acid 4-(2-oxo-2H-pyridin-1-ylmethyl)-phenyl EsterHCID 69520342Methyl-phenyl-carbamic Acid 4-(2-hydroxy-ethyl)-phenyl EsterHCID 178516071HCID 178516071, Verbindung

Produkt 1

HCID 69518935Methyl-phenyl-carbamic acid 4-[2-(pyridin-2-yloxy)-ethyl]-phenyl esterAusbeute 50 %

Versuchsvorschrift

The title compound was prepared in 50% yield as an oil using methyl-phenyl-carbamic acid 4-(2-hydroxy-ethyl)-phenyl ester and 2-hydroxypyridine. In addition 29% of the isomeric methyl-phenyl-carbamic acid 4-(2-oxo-2H-pyridin-1-ylmethyl)-phenyl ester was isolated, see characterization above. 1H NMR (400 MHz; CDCl3): δ 3.08 (t, 2H), 3.41 (br s, 3H), 4.49 (s, 2H), 6.73 (d, 1H), 6.88 (dd, 1H), 7.05 (br d, 2H), 7.22-7.42 (m, 7H), 7.61 (dt, 1H), 8.18 (dd, 1H); HPLC-MS: m/z=349.2 (M+1); Rt=3.97 min.

Aufarbeitung

  1. customwas isolated

Quellen und Nachweise

ORD-Eintrag
ord-2220d9aab7264d4c8bd730f7549c6b82
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279470B2

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