3,5-Bis(trifluoromethyl)benzylamine → n-(3,5-Bis-trifluoromethyl-benzyl)-3-o-tolyl-isonicotinamide

HRID 1975960Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975960
[C:1]1([CH3:16])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:15]=[N:14][CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=O.[F:17][C:18]([F:32])([F:31])[C:19]1[CH:20]=[C:21]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[CH2:22][NH2:23].Cl.CN(C)CCCN=C=NCC>ClCCl>[F:17][C:18]([F:31])([F:32])[C:19]1[CH:20]=[C:21]([CH:24]=[C:25]([C:27]([F:30])([F:28])[F:29])[CH:26]=1)[CH2:22][NH:23][C:9](=[O:11])[C:8]1[CH:12]=[CH:13][N:14]=[CH:15][C:7]=1[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[CH3:16]

Komponenten

5

Edukt 3

HCID 5210993,5-Bis(trifluoromethyl)benzylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 220000663-(2-Methylphenyl)-4-pyridinecarboxylic acid

Produkt 1

HCID 22000068n-(3,5-Bis-trifluoromethyl-benzyl)-3-o-tolyl-isonicotinamideAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 0.28 g (1.17 mol) 3-o-tolyl-isonicotinic acid and 0.34 g (1.40 mmol) 3,5-bis(trifluoromethyl)benzylamine in 10 ml dichloromethane 0.38 ml N-methylmorpholine and 0.27 g (1.40 mmol) N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride were added and the mixture stirred for 12 h. The phases were separated, the water phase extracted with three portions of dichloromethane. The combined organic phases were dried (magnesium sulfate) and evaporated. Chromatography of the residue afforded 0.26 g (51%) of the title compound as a colorless oil.

Aufarbeitung

  1. customThe phases were separated
  2. extractionthe water phase extracted with three portions of dichloromethane
  3. dry with materialThe combined organic phases were dried (magnesium sulfate)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eece56e977e84d8884747d6be26836bf
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06225316B1

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