Reaktion #1276822

ord-6ebbb829a94b4f8086bb4cb2742af89e

Reaktionsgleichung

FC(F)(F)C1CCNC1
3-trifluoromethyl-pyrrolidine
Cl
HCl
CCN(C(C)C)C(C)C
DIPEA
CNc1cc(F)c(C(=O)N[C@H]2CC[C@H](C(F)(F)F)CC2)cc1[N+](=O)[O-]
N-(trans-4-trifluoromethyl-cyclohexyl)-2-fluoro-4-methylamino-5-nitro-benzoic acid amide
→
CNc1cc(N2CCC(C(F)(F)F)C2)c(C(=O)N[C@H]2CC[C@H](C(F)(F)F)CC2)cc1[N+](=O)[O-]
N-(trans-4-Trifluoromethyl-cyclohexyl)-2-[3-trifluoromethyl-pyrrolidinyl]-4-methylamino-5-nitro-benzoic acid amide

Edukte

FC(F)(F)C1CCNC1
3-trifluoromethyl-pyrrolidine
Cl
HCl
CCN(C(C)C)C(C)C
DIPEA
CNc1cc(F)c(C(=O)N[C@H]2CC[C@H](C(F)(F)F)CC2)cc1[N+](=O)[O-]
N-(trans-4-trifluoromethyl-cyclohexyl)-2-fluoro-4-methylamino-5-nitro-benzoic acid amide

Reagenzien

Keine

Lösungsmittel

CC#N
MeCN
O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux
  2. 2
    Filtrationthe formed precipitate is filtered
  3. 3
    Waschenwashed with water
  4. 4
    Sonstigedried

Vorschrift

A mixture of 3-trifluoromethyl-pyrrolidine×HCl (53 mg, 0.30 mmol), DIPEA (0.40 ml, 2.4 mmol), N-(trans-4-trifluoromethyl-cyclohexyl)-2-fluoro-4-methylamino-5-nitro-benzoic acid amide (100 mg, 0.28 mmol) and MeCN (2 mL) is stirred for 4.5 h at reflux. Then the mixture is diluted with water and the formed precipitate is filtered, washed with water and dried

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08674113B2uspto-grants-2014_03