Benzyl 1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate → 1-(2,6-dimethylpyrimidin-4-yl)-N-methylpiperidin-4-amine

HRID 1193320Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1193320
[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH:11]([N:14](C)[C:15](=O)OCC3C=CC=CC=3)[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:26])[N:3]=1>CO>[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH:11]([NH:14][CH3:15])[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:26])[N:3]=1

Komponenten

3

Edukt 1

HCID 66798782Benzyl 1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate

Produkt 1

HCID 470028741-(2,6-dimethylpyrimidin-4-yl)-N-methylpiperidin-4-amineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Benzyl 1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl(methyl)carbamate (3.6 g, 10.169 mmol, 1.0 eq.) was dissolved in MeOH (40 ml) and degassed for 15 min with N2. Pd(OH)2 (800 mg) was then added, and hydrogenation was carried out for 4 hours at room temperature under balloon pressure. After monitoring by TLC, the reaction mixture was filtered over Celite and washed with methanol (100 ml). The filtrate was concentrated under reduced pressure and the crude product was used in the next stage without being purified further. Yield: 95% (2.12 g, 9.636 mmol)

Aufarbeitung

  1. customdegassed for 15 min with N2
  2. additionPd(OH)2 (800 mg) was then added
  3. filtrationthe reaction mixture was filtered over Celite
  4. washwashed with methanol (100 ml)
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customwithout being purified further

Quellen und Nachweise

ORD-Eintrag
ord-6abd554f6f9445149c13b9bc4a33761b
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680159B2

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