4-((4-((((3-Isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl)amino)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-carboxylic acid → Tert-butyl 4-(aminomethyl)oxane-4-carboxylate

HRID 736401

Reaktionsgleichung

Reaktionsgleichung von HRID 736401
C(N1C2C=CC=CC=2N(C(NCC2CC[N:20]([CH2:23][C:24]3([C:30]([OH:32])=[O:31])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)CC2)=O)C1=O)(C)C>CO.[Ni]>[NH2:20][CH2:23][C:24]1([C:30]([O:32][C:24]([CH3:29])([CH3:25])[CH3:23])=[O:31])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1

Komponenten

4

Edukt 1

HCID 117122634-((4-((((3-Isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl)amino)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-carboxylic acid

Produkt 1

HCID 67232834Tert-butyl 4-(aminomethyl)oxane-4-carboxylateAusbeute 165,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 4-cyanotetrahydro-2H-pyran-4-carboxylate (18.95 g, 0.0897 mol, step 1) and Raney Ni (1.00 g) in methanol (200 mL) was hydrogenated (3 atm) at room temperature for 12 h. Then, the mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo to give 16.01 g (83%) of the title compound as a yellow syrup.

Aufarbeitung

  1. customat room temperature
  2. customfor 12 h
  3. filtrationThen, the mixture was filtered through a pad of Celite
  4. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2eb95bd1651e48eabbf46abd2249888b
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595329B2

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