Table 4.
entry | R1CO2H | R2NH2 | product | yield (%)c | purity (%)b |
---|---|---|---|---|---|
1 | BnCO2H | BnNH2 | 5 | 92 | >95 |
3 | BnCO2H | C5H8NH | 7 | 94 | >95 |
4 | p-TolCO2H | iPrNH2 | 8 | 92 | >95 |
5 | p-TolCO2H | C5H8NH | 9 | 95 | >95 |
6 | 4-OMe-3-MeBnCO2H | C5H8NH | 10 | 94 | >95 |
7 | C7H15CO2H | BnNH2 | 11 | 93 | >95 |
All reactions were carried out on 0.164 mmol scale, with addition of 2.0 equivalents of 16 unless stated otherwise.
Purity by GC analysis and confirmed by 1H NMR of crude isolated products.
Yields were calculated from pure products after purification via elution through a silica SPE.