Reaction #710466

Reaction equation

1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride

EDC-HCl

dibromoacetic acid

→

2,2-dibromo-N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-acetamide

Yield 15.0%

Solvents

dichloromethane

dichloromethane

Conditions

Workup

1. 1
   Washwashed once with water and twice with a 1% HCl aqueous solution
2. 2
   Dryingdried over anhydrous magnesium sulfate
3. 3
   Concentrationconcentrated under reduced pressure
4. 4
   Otherto obtain the subject material
5. 5
   OtherAmount obtained 50 mg (yield 15%)

Procedure

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%)

Source