Reaktion #63214

Reaktionsgleichung

t-butyl [2-(3-bromopyridine-2-carboxamido)ethyl]carbamate

trifluoroacetic acid

methylene chloride

→

N-(2-aminoethyl)-3-bromopyridine-2-carboxamide hydrochloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethanol
3. 3
   workup.ADDITIONthe solution was treated with an equimolar amount of ethanolic hydrochloric acid
4. 4
   SonstigeThe hydrochloride was recrystallized from methanol/ether

Vorschrift

3.2 g of t-butyl [2-(3-bromopyridine-2-carboxamido)ethyl]carbamate were heated to reflux for 4 hours with 3.5 ml of methylene chloride and 3.5 ml of trifluoroacetic acid. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in ethanol and the solution was treated with an equimolar amount of ethanolic hydrochloric acid. The hydrochloride was recrystallized from methanol/ether, whereby there was obtained N-(2-aminoethyl)-3-bromopyridine-2-carboxamide hydrochloride as white crystals, m.p. 279°.

Quelle