Piperidine → 1-(Quinoxalin-6-ylcarbonyl)piperidine

HRID 650544

Reaction equation

HRID 650544 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]=1

Participants

5

Reactant 4

HCID 8082PiperidineHCID 674813Quinoxaline-6-carboxylic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 116300791-(Quinoxalin-6-ylcarbonyl)-1,2,3,6-tetrahydropyridine

Product 1

HCID 1481841-(Quinoxalin-6-ylcarbonyl)piperidine

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).

Sources & evidence

ORD record
ord-274ca1495417457fa3ed8eaac95d5212
Source dataset
uspto-grants-2001_08
Patent number
US06274600B1

Linked notes

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