2-(2,6-Diethylphenyl)-4-methoxy-6-methyl-5-(1-propylbutenyl)pyrimidine → 2-(2,6-Diethylphenyl)-4-methoxy-6-methyl-5-(1-propylbutyl)pyrimidine

HRID 1091950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1091950
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[C:15]([O:17][CH3:18])[C:14]([C:19]([CH2:23][CH2:24][CH3:25])=[CH:20][CH2:21][CH3:22])=[C:13]([CH3:26])[N:12]=1)[CH3:2]>CO.[Pd]>[CH2:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH2:1][CH3:2])[C:4]=1[C:11]1[N:16]=[C:15]([O:17][CH3:18])[C:14]([CH:19]([CH2:20][CH2:21][CH3:22])[CH2:23][CH2:24][CH3:25])=[C:13]([CH3:26])[N:12]=1)[CH3:10]

Komponenten

4

Edukt 1

HCID 665898042-(2,6-Diethylphenyl)-4-methoxy-6-methyl-5-(1-propylbutenyl)pyrimidine

Produkt 1

HCID 575314712-(2,6-Diethylphenyl)-4-methoxy-6-methyl-5-(1-propylbutyl)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-(2,6-diethylphenyl)-4-methoxy-6-methyl-5-(1-propylbutenyl)pyrimidine (100 mg) in MeOH is hydrogenated over Pd—C at 50 psi for 18 h. The catalyst is removed by filtration and the filtrate is concentrated to afford the title compound. 1H NMR (300 MHz, CDCl3): δ 7.24-7.29 (m, 1H), 7.13 (d, J=8 Hz, 2H), 3.91 (s, 3H), 2.51 (s,3H), 2.41 (q, J=7.5 Hz, 4H), 2.38-2.45 (m, 8H), 1.58-1.82 (m, 3H), 1.14-1.44 (m, 2H), 1.08 (q, J=7.5, 6.6 Hz, 6H) 0.89 (t, J=7.5 Hz, 6H); LC-MS found 355 (MH+).

Aufarbeitung

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1a7e23caa6454430916737a139d6999d
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129395B2

Notizen zur Reaktion

Wird geladen…