Pyridine → 5-chloro-2-nitro-N-(1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)benzamide

HRID 2409842

Reaktionsgleichung

Reaktionsgleichung von HRID 2409842
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([N:9]2[CH:13]=[CH:12][C:11]([NH2:14])=[N:10]2)[CH:6]=[CH:7][CH:8]=1.N1C=CC=CC=1.[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([N+:33]([O-:35])=[O:34])=[C:28]([CH:32]=1)[C:29](Cl)=[O:30]>ClCCl>[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([N+:33]([O-:35])=[O:34])=[C:28]([CH:32]=1)[C:29]([NH:14][C:11]1[CH:12]=[CH:13][N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:15])[F:16])[CH:4]=2)[N:10]=1)=[O:30]

Komponenten

5

Versuchsvorschrift

Into a 100-mL round bottom flask, was placed a solution of 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine (520 mg, 2.29 mmol, 1.00 equiv) in dichloromethane (5 mL), pyridine (540 mg, 6.84 mmol, 3.00 equiv), and 5-chloro-2-nitrobenzoyl chloride (500 mg, 2.27 mmol, 1.00 equiv). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with 2×50 mL of water, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether/ethyl acetate (10:1). This resulted in 800 mg (85%) of product as a yellow solid.

Aufarbeitung

  1. customInto a 100-mL round bottom flask, was placed
  2. washThe resulting mixture was washed with 2×50 mL of water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum
  5. washeluted with petroleum ether/ethyl acetate (10:1)

Quellen und Nachweise

ORD-Eintrag
ord-f5565efca717498f8c5271f937c9a94f
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08815910B2

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