t-Butyl [2-(5-chloropyrazine-2-carboxamido)ethyl]carbamate → N-(2-aminoethyl)-5-chloropyrazine-2-carboxamide hydrochloride
Reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([NH:10][CH2:11][CH2:12][NH:13]C(=O)OC(C)(C)C)=[O:9])=[N:6][CH:7]=1>FC(F)(F)C(O)=O>[ClH:1].[NH2:13][CH2:12][CH2:11][NH:10][C:8]([C:5]1[CH:4]=[N:3][C:2]([Cl:1])=[CH:7][N:6]=1)=[O:9]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1.6 g of t-butyl [2-(5-chloropyrazine-2-carboxamido)ethyl]carbamate in 6 ml of trifluoroacetic acid was stirred at 20° for 20 minutes. The mixture was thereafter evaporated to dryness on a rotary evaporator, the residue was dissolved in methanol and the solution was treated with hydrogen chloride in methanol (6N). After recrystallization from methanol/diethyl ether there was obtained N-(2-aminoethyl)-5-chloropyrazine-2-carboxamide hydrochloride, m.p. 225°.