Piperidine → 1-(Quinoxalin-6-ylcarbonyl)piperidine
Reaction equation
N1C2C(=CC(C(O)=O)=CC=2)N=CC=1.N1CCCCC1.[N:20]1[C:29]2[C:24](=[CH:25][C:26]([C:30]([N:32]3[CH2:37][CH:36]=[CH:35][CH2:34][CH2:33]3)=[O:31])=[CH:27][CH:28]=2)[N:23]=[CH:22][CH:21]=1.C(C1NC=CN=1)(C1NC=CN=1)=O>>[N:20]1[C:29]2[C:24](=[CH:25][C:26]([C:30]([N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[O:31])=[CH:27][CH:28]=2)[N:23]=[CH:22][CH:21]=1Participants
5
Procedure
The coupling of 6-quinoxalinecarboxylic acid to piperidine is accomplished in a manner similar to that used for the preparation of Invention Compound XIII, or by any other method known in the art for activation of aromatic carboxylic acids, such as, for example, activation by carbonyl diimidazole. 1H NMR δ 1.56 and 1.73 (br, 6), 3.40 (br s, 2), 3.79 (br s, 2), 7.82 (dd, 1, J=8.8, 1.9 Hz), 8.13 (d, 1, J=1.6 Hz), 8.17 (d, 1, 8.6 Hz), and 8.9 ppm (m, 2).