Reaktion #60694

ord-0165fa241aab4453aaf0068737beec5b

Reaktionsgleichung

O=C(N[C@@H](COCC1CCNCC1)c1ccccc1)c1ccc2c(Cl)c[nH]c2c1
3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide
CC(C)=O
acetone
→
CC(C)N1CCC(COC[C@H](NC(=O)c2ccc3c(Cl)c[nH]c3c2)c2ccccc2)CC1
3-Chloro-N-[(R)-1-phenyl-2-(1-isopropylpiperidin-4-yl-methoxy)ethyl]-1H-indole-6-carboxamide

Edukte

O=C(N[C@@H](COCC1CCNCC1)c1ccccc1)c1ccc2c(Cl)c[nH]c2c1
3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide
CC(C)=O
acetone

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeafforded
  2. 2
    Sonstigeafter purification (SiO2: 8:2:1 hexane:EtOAc:isopropylamine), 2.2 g (54%) of the title compound

Vorschrift

Using alkylation method A, 3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)ethyl]-1H-indole-6-carboxamide (8.97 mmol) and acetone (6.6 mL, 90 mmol) afforded, after purification (SiO2: 8:2:1 hexane:EtOAc:isopropylamine), 2.2 g (54%) of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07427632B2uspto-grants-2008_09