Reaktion #599587

ord-48835d09f89042ad977f04dd6d144439

Reaktionsgleichung

O=C(O)c1cccc(Cl)c1Cl
2,3-dichlorobenzoic acid
NCC(CC1(C(F)(F)F)CC1)c1cnc(C(F)(F)F)nc1
3-(1-(trifluoromethyl)cyclopropyl)-2-(2-(trifluoromethyl)pyrimidin-5-yl)propan-1-amine
→
O=C(NCC(CC1(C(F)(F)F)CC1)c1cnc(C(F)(F)F)nc1)c1cccc(Cl)c1Cl
title compound
O=C(NCC(CC1(C(F)(F)F)CC1)c1cnc(C(F)(F)F)nc1)c1cccc(Cl)c1Cl
(+)-2,3-dichloro-N-(3-(1-(trifluoromethyl)cyclopropyl)-2-(2-(trifluoromethyl)pyrimidin-5-yl)propyl)benzamide

Edukte

O=C(O)c1cccc(Cl)c1Cl
2,3-dichlorobenzoic acid
NCC(CC1(C(F)(F)F)CC1)c1cnc(C(F)(F)F)nc1
3-(1-(trifluoromethyl)cyclopropyl)-2-(2-(trifluoromethyl)pyrimidin-5-yl)propan-1-amine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas separated into the two enantiomers by preparative SFC

Vorschrift

The racemic mixture which was prepared in a similar manner to example 3a from 2,3-dichlorobenzoic acid and 3-(1-(trifluoromethyl)cyclopropyl)-2-(2-(trifluoromethyl)pyrimidin-5-yl)propan-1-amine was separated into the two enantiomers by preparative SFC to yield the title compound. LCMS (MH+): m/z=486.1, tR (minutes, Method F)=2.77. [α]D20==+31.03 (c=5.80 mg/mL,CHCl3)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09102591B2uspto-grants-2015_08