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Diisopropylethylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[1-(2-methyl-pyrimidin-4-yl)-piperidin-4-yl]-amine

HRID 451410
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 451410
Cl.Cl.[CH3:3][C:4]1[N:9]=[C:8]([N:10]2[CH2:15][CH2:14][CH:13]([NH2:16])[CH2:12][CH2:11]2)[CH:7]=[CH:6][N:5]=1.[CH2:17]([C:24]1[CH:29]=[C:28]([CH3:30])[N:27]=[C:26](Cl)[N:25]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)C(C)C)(C)C>CN1CCCC1=O.O>[CH2:17]([C:24]1[CH:29]=[C:28]([CH3:30])[N:27]=[C:26]([NH:16][CH:13]2[CH2:14][CH2:15][N:10]([C:8]3[CH:7]=[CH:6][N:5]=[C:4]([CH3:3])[N:9]=3)[CH2:11][CH2:12]2)[N:25]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1
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Komponenten

6

Edukt 3

HCID 81531DiisopropylethylamineHCID 673429791-(2-Methylpyrimidin-4-yl)piperidin-4-amine dihydrochlorideHCID 866336184-Benzyl-2-chloro-6-methyl-pyrimidine

Produkt 1

HCID 53353336(4-Benzyl-6-methyl-pyrimidin-2-yl)-[1-(2-methyl-pyrimidin-4-yl)-piperidin-4-yl]-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962Water
Lösungsmittel
HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

A solution of 1-(2-methyl-pyrimidin-4-yl)-piperidin-4-ylamine dihydrochloride (53 mg, 0.2 mmol), 4-benzyl-2-chloro-6-methylpyrimidin (48.1 mg, 0.22 mmol) and N,N-diisopropylethyl amine (120 L, 0.7 mmol) in N-methyl-pyrrolidinone (1 mL) was heated at 200° C. in a microwave oven for 1 hour. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel with AcOEt/EtOH 9:1 (v/v) as eluent. The title compound was obtained as a light yellow solid (16 mg, 21%).

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. washThe combined organic layers were washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel with AcOEt/EtOH 9:1 (v/v) as eluent

Quellen und Nachweise

ORD-Eintrag
ord-2cab62e0e16a4ee5a669efd938bde70e
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08486967B2

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