Reaktion #710466

ord-ffdd7d0ce13447fcab851325e1354a4c

Reaktionsgleichung

Cl.N=c1ccccn1Cc1ccc(Cl)nc1
1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride
CCN=C=NCCCN(C)C.Cl
EDC-HCl
O=C(O)C(Br)Br
dibromoacetic acid
O=C(N=c1ccccn1Cc1ccc(Cl)nc1)C(Br)Br
2,2-dibromo-N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-acetamide
Ausbeute 15.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed once with water and twice with a 1% HCl aqueous solution
  2. 2
    Trocknendried over anhydrous magnesium sulfate
  3. 3
    Einengenconcentrated under reduced pressure
  4. 4
    Sonstigeto obtain the subject material
  5. 5
    SonstigeAmount obtained 50 mg (yield 15%)

Vorschrift

200 mg (0.78 mmol) of the 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride obtained by the method described in another method of Synthetic Example P1, 238 mg (1.95 mmol) of DMAP and 224 mg (1.17 mmol) of EDC-HCl were dissolved in 10 ml of anhydrous dichloromethane, 101 μl (202 mg, 1.17 mmol) of dibromoacetic acid was added thereto, and the resulting mixture was stirred at room temperature overnight. After the reaction was completed, the reaction solution was diluted with dichloromethane, washed once with water and twice with a 1% HCl aqueous solution, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the subject material. Amount obtained 50 mg (yield 15%)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09301525B2uspto-grants-2016_04