Reaction #40458

Reaction equation

6-chloro-7-methoxy-9H-β-carbolin-8-ylamine

EDCI

2-methyl nicotinic acid

→

desired product

Yield 50.0%

N-(6-chloro-7-methoxy-9H-β-carbolin-8-yl)-2-methyl-nicotinamide

Yield 50.0%

Solvents

pyridine

Conditions

Workup

1. 1
   OtherThe pyridine was then removed by rotary evaporation and 5% Na2CO3 solution
2. 2
   workup.ADDITIONwas added
3. 3
   OtherThe resulting solid that precipitated out
4. 4
   Filtrationwas collected by filtration
5. 5
   OtherChromatographic purification

Procedure

6-chloro-7-methoxy-9H-β-carbolin-8-ylamine (100 mg, 0.4 mmol), EDCI (125 mg, 0.64 mmol) and 2-methyl nicotinic acid (66 mg, 0.48 mmol) were taken in a round-bottom flask and suspended in pyridine (2 ml). The resulting mixture was heated at 80° C. overnight. The pyridine was then removed by rotary evaporation and 5% Na2CO3 solution was added. The resulting solid that precipitated out was collected by filtration. Chromatographic purification gave the desired product in 50-70% yield.

Source