Pentylamine → N-(2-Amino-5-benzyl-6-methylpyrimidine-4-yl)-N-pentylamine

HRID 965664

Reaktionsgleichung

Reaktionsgleichung von HRID 965664
[CH2:1]([C:8]1[C:9](Cl)=[N:10][C:11]([NH2:15])=[N:12][C:13]=1[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17]([NH2:22])[CH2:18][CH2:19][CH2:20][CH3:21]>O1CCOCC1>[NH2:15][C:11]1[N:10]=[C:9]([NH:22][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:13]([CH3:14])[N:12]=1

Komponenten

4

Edukt 2

HCID 8060PentylamineHCID 8202385-Benzyl-4-chloro-6-methylpyrimidin-2-amine

Produkt 1

HCID 12043763N-(2-Amino-5-benzyl-6-methylpyrimidine-4-yl)-N-pentylamineAusbeute 89,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 5-benzyl-4-chloro-6-methylpyrimidine-2-ylamine (500 mg, 2.14 mmol), amylamine (1.24 ml) and dioxane (4 ml) was kept at 95-100° C. for 19 hours. The reaction mixture was concentrated in vacuo, and the residue was extracted with chloroform and a saturated aqueous NaHCO3 solution. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (2% MeOH/CHCl3) to give the object compound (546 mg, 89.7%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionthe residue was extracted with chloroform
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (2% MeOH/CHCl3)

Quellen und Nachweise

ORD-Eintrag
ord-9f103579a5974a6dbb5baa6adf201994
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951866B2

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