Reaktion #171326

ord-f81aef51316c4d8dbc9e61891d4435fd

Reaktionsgleichung

ClC(Cl)Cl
chloroform
CCN1c2ccccc2C(CS(=O)(=O)Cl)=CC1(C)C
compound ( 9 )
CCN1c2ccccc2C(CS(=O)(=O)Cl)=CC1(C)C
(1-ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chloride
CCN1c2ccccc2C(CS(=O)(=O)N2CCC(C(=O)OC)CC2)=CC1(C)C
compound ( 10 )
CCN1c2ccccc2C(CS(=O)(=O)N2CCC(C(=O)OC)CC2)=CC1(C)C
(1-ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester
CCCCCCCCN
n-octylamine
→
CCCCCCCCNS(=O)(=O)CC1=CC(C)(C)N(CC)c2ccccc21
(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-N-octyl-methanesulfonamide
Ausbeute 81.0%

Edukte

ClC(Cl)Cl
chloroform
CCN1c2ccccc2C(CS(=O)(=O)Cl)=CC1(C)C
compound ( 9 )
CCN1c2ccccc2C(CS(=O)(=O)Cl)=CC1(C)C
(1-ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chloride
CCN1c2ccccc2C(CS(=O)(=O)N2CCC(C(=O)OC)CC2)=CC1(C)C
compound ( 10 )
CCN1c2ccccc2C(CS(=O)(=O)N2CCC(C(=O)OC)CC2)=CC1(C)C
(1-ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester
CCCCCCCCN
n-octylamine

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe product is isolated by column chromatography on silica gel with a gradient

Vorschrift

(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-N-octyl-methanesulfonamide (12) is prepared similarly to compound (10) using compound (9) with n-octylamine. The product is isolated by column chromatography on silica gel with a gradient running from chloroform to ethanol.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846924B2uspto-grants-2014_09