2-(Benzyloxy)-4-chloro-3-nitropyridine → 2-Benzyloxy-4-(2-chloro-5-fluoro-4-methoxy-phenyl)-3-nitro-pyridine

HRID 1831572Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1831572
[CH2:1]([O:8][C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[C:13](Cl)[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([F:28])=[CH:22][C:21]=1B(O)O>>[CH2:1]([O:8][C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[C:13]([C:21]2[CH:22]=[C:23]([F:28])[C:24]([O:26][CH3:27])=[CH:25][C:20]=2[Cl:19])[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 220520652-(Benzyloxy)-4-chloro-3-nitropyridineHCID 220521562-Chloro-5-fluoro-3-methoxyphenylboronic acid

Produkt 1

HCID 220520762-Benzyloxy-4-(2-chloro-5-fluoro-4-methoxy-phenyl)-3-nitro-pyridineAusbeute 63 %

Versuchsvorschrift

2-Benzyloxy-4-chloro-3-nitro-pyridine (Wilde, et. al. WO 99/01454) (3.8 g, 14.3 mmol) and 2-chloro-5-fluoro-4-methoxyphenylboronic acid (Preparation 1) (3.8 g, 18.6 mmol) were treated substantially as described in Part A of Example 19a to give 3.5 g (63%) of 2-benzyloxy-4-(2-chloro-5-fluoro-4-methoxy-phenyl)-3-nitro-pyridine: 1H NMR (400 MHz, CDCl3) δ ppm 8.30 (d, J=5.4 Hz, 1 H), 7.45–7.42 (m, 2H), 7.40–7.29 (m, 3H), 7.04 (d, J=7.6 Hz, 1 H), 7.00 (d, J=10.8 Hz, 1 H), 6.91 (d, J=5.4 Hz, 1 H), 5.54 (s, 2 H), 3.91 (s, 3 H).

Quellen und Nachweise

ORD-Eintrag
ord-3913dfac0d3c413494a4725299aae0af
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07067658B2

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