Potassium Carbonate → 4-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-2-methyl-5-propyl-pyrimidine

HRID 965687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 965687
Cl[C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[C:13]2[C:17]2[C:22]([F:23])=[CH:21][CH:20]=[CH:19][N:18]=2)[N:5]=[C:4]([CH3:24])[N:3]=1.C([O-])([O-])=O.[K+].[K+]>C(O)C.[Pd]>[F:23][C:22]1[C:17]([C:13]2[N:12]([CH2:11][C:6]3[C:7]([CH2:8][CH2:9][CH3:10])=[CH:2][N:3]=[C:4]([CH3:24])[N:5]=3)[CH:16]=[CH:15][N:14]=2)=[N:18][CH:19]=[CH:20][CH:21]=1

Komponenten

5

Edukt 2

HCID 11430Potassium CarbonateHCID 99977004-Chloro-6-[2-(3-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-2-methyl-5-propyl-pyrimidine

Produkt 1

HCID 223131584-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-2-methyl-5-propyl-pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-chloro-6-[2-(3-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-2-methyl-5-propyl-pyrimidine (55.3 mg, 0.16 mmol), K2CO3 (30 mg) and Pd—C (10%, 6 mg) in ethanol is stirred at room temperature under H2 (H2 balloon) over night. After filtration, the solvent is removed and the residue is purified by preparative TLC to give the title compound. 1H NMR (CDCl3) 8.34 (s, 1H), 8.31-8.33 (m, 1H), 7.50-7.55 (m, 1H), 7.23-7.28 (m, 2H), 7.10 (s, 1H), 5.73 (s, 2H), 2.54 (s, 3H), 2.48 (t, 2H), 1.44-1.53 (m, 2H), 0.89 (t, 3H).

Aufarbeitung

  1. filtrationAfter filtration
  2. customthe solvent is removed
  3. customthe residue is purified by preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-e9dc5277bea043f58aabcb132b1727f5
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951864B2

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