3-(Trifluoromethyl)piperidine → 2-Amino-3-nitro-6-(3-trifluoromethyl-piperidin-1-yl)benzonitrile

HRID 1258715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258715
[NH2:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6](F)[C:3]=1[C:4]#[N:5].[F:14][C:15]([F:23])([F:22])[CH:16]1[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]1>C1COCC1>[NH2:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[C:6]([N:18]2[CH2:19][CH2:20][CH2:21][CH:16]([C:15]([F:23])([F:22])[F:14])[CH2:17]2)[C:3]=1[C:4]#[N:5]

Komponenten

4

Edukt 2

HCID 27607763-(Trifluoromethyl)piperidineHCID 679578082-Amino-6-fluoro-3-nitrobenzonitrile

Produkt 1

HCID 679579752-Amino-3-nitro-6-(3-trifluoromethyl-piperidin-1-yl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2-amino-6-fluoro-3-nitrobenzonitrile (3.1 g, 17 mmol), 3-trifluoromethylpiperidine (2.5 g, 19 mmol), TEA (3.4 g, 34 mmol) and THF (110 mL) was stirred under Ar at rt for 3 h. The mixture was concentrated and poured into H2O and thereafter extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. Crystallization from EtOAc gave the sub-title compound.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. additionpoured into H2O
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customCrystallization from EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-b2aca5afa59748e991f079ff9947731b
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466186B2

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